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Pickering Estates

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    Travelers to Pickering are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 96 Rentals in Pickering
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    17 Hallgarth. Grade II listed cottage with garden1 / 12
    (10)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Medds Farm House, Rosedale1 / 17
    (13)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Drapers Cottage,  Park Street1 / 16
    (74)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Woodlea1 / 19
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Private Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 20, 2017
    Absolutely perfect. Stunning location, beautiful house with everything we could want. Ideal holiday. Excellent communication with the owners. We would love to go back one day...
    Reviewed May 9, 2017
    The cottage was really easy to locate based on our needs and then book via TripAdvisor. Information was sent in plenty of time and costs were good for the size of group.We...
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    About this property
    Woodlea is positioned on the hillside of one of the most picturesque valleys in the North York Moors. There are 3 pubs/restaurants within walking distance, a 9 hole golf course, tea rooms, church and beauty treatments/relaxation in the village. This magnificent, spacious house sleeps up to 8...
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    Pickering, North Yorkshire YO18 8SE
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    19 Burgate1 / 10
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Outdoor Dining Area
    • DVD Player
    • Patio
    • Private Yard
    • Central Heating
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We spent a week here - we parked the car and used the buses - have travel pass will travel. We also caught the steam train to Whitby for the lovely fish and chips. We had a...
    Reviewed June 12, 2017
    This was our second visit to no 19 and this time we took a friend , Our second visit did not disappoint, as before it was immaculate and this time there was the added bonus of a...
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    About this property
    The market town of Pickering is perfectly placed to explore the North York Moors National Park, the seaside towns of Whitby, Scarborough, Filey and beyond or to the south - York. All not much more than a 30 minute drive 19 has been carefully modernised to offer all that you require and more. It...
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    Pickering, North Yorkshire YO18 7AU
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pet friendly detached cottage with free wifi and off street parking in Pickering1 / 16
    (46)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Grill
    • DVD Player
    • Washer
    • Central Heating
    • Patio
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Wonderfully quiet cottage beautifully appointed and lovingly cared for. Amazed at just how much thought has gone in to equipping the cottage - there is literally nothing you...
    Reviewed July 15, 2017
    Just returned from a lovely relaxing week in Pickering with our dog Pip. This self catering cottage is immaculate throughout and in great location. A real home from home feel...
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    About this property
    Beautiful grade 2 listed coach house in an excellent central location offering self-catering accommodation for up to 4 people. It has an open-plan layout on the ground floor, comprising of a large kitchen/diner, and living room with French windows leading out on to a private courtyard area....
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    Pickering, North Yorkshire YO18 7AX
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Stables Cottage - Pickering- Gateway to York Moors1 / 25
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Shared Yard
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    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2016
    The cottages were very well equipped, clean and tidy. A little dated but serviceable. The owners were full of valuable knowledge of the area, deals for trips and were very...
    Reviewed November 9, 2015
    We had a great stay over half term with our two young children. Penny and Julian were very welcoming and really helpful with recommendations on places to visit and to where to...
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    About this property
    THE STABLES - - Sleeps 2/7 + cot -- Easy walking access 3 BEDROOM single storey cottage: Ground floor - Spacious sitting room with open beamed ceiling and stone fireplace with living flame gas fire; Dining kitchen with dishwasher; one bedroom with a king size bed; one bedroom with a double and...
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    Pickering, North Yorkshire YO18 8LL
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Bay Cottage1 / 15
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2017
    Our stay in Bay Cottage was warm and cosy, everything you need to make a stay comfortable! Tracy and Andy were exceptional hosts! Easy access to the coast and moors recommend a...
    Reviewed June 25, 2017
    Quiet location, pub 50yrds.Pickering 2 miles.Helpful owner, easy parking. Reasonable rate.Close to the moor,close to racecourses,etc.
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    About this property
    Bay Cottage is located in Wrelton in the heart of North Yorkshire. The cottage boasts light and airy, open plan living accommodation complete with 28' TV, freeview, DVD player and a fully equipped kitchen diner. WI-FI available. Upstairs is a double bed with LCD tv and en-suite bathroom. Well...
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    Pickering, North Yorkshire YO18 8PG
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Barn at Rigg End Pickering1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Patio
    • Grill
    • Parking
    • Balcony
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2017
    This was an amazing property in a stunning location. Our welcome was second to none and our hosts were wonderful throughout our stay. The property was immaculate and beautifully...
    Reviewed August 28, 2015
    Beautifully appointed large barn conversion with great views over Spaunton Moor.Very helpful and friendly owners.Rosedale location very convenient for the whole of the North...
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    About this property
    The Barn at Rigg End Farm offers a newly renovated holiday retreat, in the middle of the Yorkshire Moors, with tumbling views over the Yorkshire landscape. Built with Yorkshire Stone, the accommodation is second to none.This self catering holiday cottage has spacious living areas and a beautiful...
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    Pickering, North Yorkshire YO18 8RP
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kings Haven Cottage Pickering North Yorkshire1 / 18
    (33)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Parking
    • DVD Player
    • Washer
    • Central Heating
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Kings Haven is in the perfect location, within easy walking distance of shops and restaurants. The cottage is in beautiful condition, with all the facilities we could have hoped...
    Reviewed August 24, 2017
    Wow we were blown away, this cottage is outstanding in every respect. Close to all amenities. Pickering itself is very nice with plenty of things to do and is a very good...
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    About this property
    Kings Haven is a sympathetically renovated cottage with 5 star trip advisor rating. The cottage is situated within easy walking distance of the town centre and the nearest Public House is around 300m away. The renovation has preserved the original features in this quirky cottage with beamed...
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    Pickering, North Yorkshire YO188AU
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stable Cottage1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Shared Yard
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2014
    This cottage (on one level) has a lovely rural setting. The friendly owners of the property live nearby. The cottage provides plenty of home comforts and attention to detail is...
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    About this property
    Stable Cottage is a single storey cottage with a large combined kitchen/dining room/lounge which opens into the beautiful High Farm gardens filled with many varieties of trees, shrubs & roses. High Farm is idealy situated on the edge of the quiet, unspoilt village of Cropton with stunning views...
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    Pickering, North Yorkshire YO18 8HL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sloeberry Barn1 / 17
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Private Yard
    • Parking
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2017
    We spent two weeks at Sloeberry barn and it was a haven of peace and tranquillity. The views are stunning and the picture window set along side the dining area showcases the...
    Reviewed August 9, 2015
    Sloeberry Barn is in a beautiful location on the side of Rosedale, with spectacular views up and across the valley. While it feels wonderfully remote, It's actually only 5 mins...
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    About this property
    Step out of your car in the old farm yard and be stunned by the tranquillity and stunning views of Rosedale. Situated in an elevated position with full glass patio doors from both the bedroom and the lounge allowing you to wake up to the breath taking views up to Blakey, the barn offers...
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    Pickering, North Yorkshire YO18 8SE
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mill Cottage - Pickering - Gateway to York Moors1 / 15
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 21, 2016
    My two adult children and I had a lovely stay at the Keld Head Cottages and specifically in the Piogeon Côte rental. A nice two bedroom (3 bed), bath, kitchen and living room...
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    About this property
    Mill Cottage (Sleeps 2/4 + cot). TWO BEDROOM two storey cottage : Ground floor - Spacious sitting room with open beamed ceiling, picture window and stone fireplace with living flame gas fire; kitchen/ dining room. First floor - One double bedroom; one twin bedroom; bathroom with w.c., hand...
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    Pickering, North Yorkshire YO18 8LL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wheelhouse Cottage - Pickering1 / 38
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Wi-Fi
    • Private Yard
    • Parking
    • Grill
    • Shared Yard
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 18, 2015
    So relaxing, so clean, everyone so friendly and helpful. Staff couldn't do enough to ensure all was ok for disabled mother-in-law.
    Reviewed November 17, 2014
    We booked a 3 night weekend stay at the Wheelhouse Cottage so that my young son could spend some time with his Nan.Before we arrived, communications with Julian and Penny were...
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    About this property
    WHEELHOUSE Sleeps 2/5 + cot Easy walking access 2 BEDROOM single storey cottage with private garden, garden furniture & BBQ: Ground floor - Spacious sitting room with open beamed ceiling, stone fireplace with living flame gas fire; Dining kitchen with dishwasher; one double...
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    Pickering, North Yorkshire YO18 8LL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Pasture View Cottage - Pickering1 / 37
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • DVD Player
    • Parking
    • Wi-Fi
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PASTURE VIEW Sleeps 8 + cot Easy walking access 4 BEDROOM single storey cottage with private garden, garden furniture and BBQ : Ground floor - Spacious sitting room with open beamed ceiling and stone fireplace with living flame gas fire and dining area/ kitchen with dishwasher &...
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    Pickering, North Yorkshire YO18 8LL
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cropton Forest Lodge Cottages1 / 18
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Secure Parking
    • Terrace
    • Balcony
    • DVD Player
    • Grill
    • Wi-Fi
    • Central Heating
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2017
    A beautiful location where the only thing to be heard is birdsong and the occasional steam train whistle. An excellently appointed cottage, spotlessly clean and with no expense...
    Reviewed January 18, 2017
    Our third visit to this fabulous location and on this occasion we stayed in Willow's End, another beautiful cottage in this collection of four lovely properties. If you are...
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    About this property
    CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Willows' End is a spacious cottage with solid oak floors and feature beams throughout the ground floor. It has beautiful furnishings including comfortable sofas, a large floor rug, LCD tv and DVD...
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    Pickering, North Yorkshire YO18 8HY
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    The Cottage, Pickering, North Yorkshire,England1 / 19
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • DVD Player
    • Outdoor Dining Area
    • Porch
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 12, 2017
    My husband,2brother in laws andI stayed for 4 nights. Found the cottage spotless and in an ideal location for shops,supermarkets and all the tourist attractions that Pickering...
    Reviewed August 20, 2017
    The Cottage in Pickerking was very centrally located for travelling the moors and surrounding area. Walking distance to steam train and shops. Owner meet us on arrival n left...
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    About this property
    This four star graded property, which is well equipped for a relaxing holiday is within walking distance of Pickering town centre and the famous North Yorkshire Moors Railway Station. An enclosed south facing garden, complete with furniture is the ideal venue to sit and relax with a glass of wine....
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    Pickering, North Yorkshire YO18 8BA
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Cottage, Low Farm, Hartoft1 / 13
    (17)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Wi-Fi
    • Central Heating
    • Washer
    • Shared Yard
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Another good week at the cottage, we had been before about 3 years ago and enjoyed our stay once again. A couple of little gripes the wine was most acceptable but maybe some...
    Reviewed October 11, 2017
    My family and I enjoyed another great stay at the cottage. Fab garden and surroundings, with plenty of walks from the door, fantastic for our dogs. Noticed on this occasion that...
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    About this property
    Downstairs There is a modern Kitchen/Diner, which is equipped with a gas cooker, microwave, fridge, dishwasher and radio with CD player. The Lounge, with its cosy log burning stove, digital TV and DVD player, provides an ideal space for relaxation or playing some of the board games provided....
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    Pickering, North Yorkshire YO18 8RP
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Longhouse1 / 35
    (42)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    • Terrace
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2017
    The Longhouse in Pickering is an atmospheric, spacious and well equipped property.Well sited, within walking distance to all the amenities that Pickering can offer.....The...
    Reviewed June 28, 2017
    Had a lovely weekend here with our family whilst in the Pickering area loved the main living room with high ceilings and beams plus two other smaller sitting rooms and large...
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    About this property
    Dating back to 17th Century, our Grade II listed Yorkshire longhouse is located in the picturesque market town of Pickering, at the edge of the beautiful North York Moors National Park. The cottage is a fine example of a cruck-framed Yorkshire longhouse which was traditionally built to accommodate...
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    Pickering, North Yorkshire YO188AU
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Cropton Forest Lodge Cottages1 / 16
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Secure Parking
    • Terrace
    • Central Heating
    • Wi-Fi
    • Grill
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2016
    My three friends and myself booked one of these cottages for the pickering war weekend, we were not dissapointed. The cottage is everything you imagine a cottage to be, plus a...
    Reviewed August 16, 2015
    My family and I have just returned from a stay here and we all absolutely loved it. Thanks to Sue for a lovely welcome and we hope to return in the future. Highly recommended.
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    About this property
    CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages accessed through a cloistered passageway, a truly wonderful holiday experience awaits in Meadow's Edge, with its stunning open plan kitchen, dining area and sitting room, the large feature fireplace with its wood burning stove,...
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    Pickering, North Yorkshire YO18 8HY
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Lark Cottage sleeps 4, Charming Character Cottage1 / 13
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 3 weeks ago
    really enjoyed our stay in lark cottage, so clean and comfortable and sooooo warm in all rooms, has everything you need and just on the doorstep to all shops. Would recommend...
    Reviewed August 8, 2017
    A really lovely cottage in a picturesque village. Very friendly people and pretty much everything you need on your doorstep. I Would recommend it to anyone and everyone.
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    About this property
    Beautiful 18 Century cottage fully renovated with vintage vibe and antique furniture low beams with an open gas fire for that cosy romantic get away. Steps from Pickering Castle, shops, cafes, Restaurants and bars a new holiday Cottage all dates available.” Lark Cottage is set in the center of...
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    Location Information
    Pickering, North Yorkshire YO18 7DG
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Readman Cottage1 / 12
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Secure Parking
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 10, 2017
    First time with Eastgate cottages and it won't be the last They have thought of everything it was exceptionally well equipped. Perfectly clean and well maintained with extras...
    Reviewed June 15, 2015
    A well equipped, cosy cottage with nice decor. the owners were helpful and the instructions for the cottage facilities very comprehensive.
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    About this property
    This two bedroom character red brick cottage has been refurbished to a high standard. With two bathrooms, this cottage is ideal for a couple, two singles travelling together or a small family. Readman Cottage is located just off Eastgate in Pickering an attractive tree lined road of old Yorkshire...
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    Location Information
    Pickering, North Yorkshire YO18 7DW
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cropton Forest Lodge Cottages1 / 19
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • DVD Player
    • Balcony
    • Secure Parking
    • Central Heating
    • Wi-Fi
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 19, 2015
    From the moment we arrived we felt completely at home here. The owners live on site so our late arrival - due to getting very lost - was not a problem for the charming hosts...
    Reviewed April 15, 2014
    This accommodation is excellent and the hosts, Sue and Ben Blackman are exceptional. Nothing is left to chance and requests or problems are dealt with promptly. Information on...
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    About this property
    CROPTON FOREST LODGE COTTAGES - One of a row of three luxury cottages linked by a cloistered passage, Brock Cottage has a fully fitted and fully equipped cream painted country kitchen diner with an oak table and chairs comfortably seating four, and solid oak floors and handcrafted beams throughout...
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    Location Information
    Pickering, North Yorkshire YO18 8HY
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 17th Century, Grade II listed cottage, which together with the Old Kings Head Cottage next door was originally a cruck-built longhouse. Two pairs of the crucks still survive in the cottage. In recent years the cottage has been tastefully refurbished retaining the beams and the pair of crucks. The...
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    Location Information
    Pickering, North Yorkshire YO18 7BE
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rue Crofts View1 / 10
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Yard
    • Grill
    • Washer
    • Central Heating
    • Shared Yard
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2017
    My partner Norma and yours truly spent a week in early July at this lovely cottage.Very well kept farm and grounds. On our arrival we were met by owner who saw that we settled...
    Reviewed June 6, 2017
    We stayed in Rue Crofts View for one week. The location is beautiful in the picteresque village of Cropton, near the larger town of Pickering. We never slept as well in a...
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    About this property
    Rue Crofts View is a large 2 bedroom, one double & one twin, single storey stone built cottage situated in the grounds of High Farm with its beautiful 2 acre garden full of many varieties of trees, shrubs & roses and there are pleanty of siiting out areas to relax & enjoy, also large play area for...
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    Pickering, North Yorkshire YO188HL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    22 HUNGATE, cottage, bedrooms en-suite, in Pickering, Ref 9579021 / 8
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This lovely apartment is in the market town of Pickering near to Kirkbymoorside and can sleep four people in two bedrooms. 22 Hungate is a lovely apartment situated in the market town of Pickering just seven miles from Kirkbymoorside in North Yorkshire. The apartment can sleep four people in two...
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    Pickering, North Yorkshire YO18
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hobbits Hideaway1 / 16
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed September 27, 2014
    We have just returned from a wonderful week staying at Hobbits Hideaway. The owners, Ruth & Stephen, made us feel so welcome right from the start with fresh cakes and were...
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    About this property
    Hobbits Hideaway is a single storey stone cottage situated in the grounds of this no longer working farm. Relax & enjoy the beautiful 2 acre garden full of many varieties of trees, shrubs & roses. Our unique position on the edge of the quiet, unspoilt village of Cropton, overlooking the North York...
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    Pickering, North Yorkshire YO18 8HL
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Bransdale Cottage1 / 16
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed August 8, 2015
    When we first said "we'll be back", we never quite believed we'd be back so often. Once again, we've had a great stay. The cottage was exactly as described, the fruit...
    Reviewed December 13, 2014
    Back again at Eastgate Cottages, 3rd time this year and booked again for next May.We have stayed in three different cottages and they are all excellent and all of the same high...
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    About this property
    This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features including beams and an original window seat. Traditional cottage charm is combined with a luxurious and contemporary decor. This...
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    Pickering, North Yorkshire YO18 7DW
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Croft, Low Farm, Hartoft1 / 14
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 3 weeks ago
    We booked this on the basis of it knowing this beautiful region, and thinking that the cottage looked like good value. On arrival, we were delighted to find that the cottage...
    Reviewed July 22, 2016
    The cottage was fresh, clean and very well equipped. Exceptionally quiet with good views. We all thoroughly enjoyed our stay and will return at some point. Only thing to watch...
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    About this property
    Downstairs The layout is open plan with a modern kitchen equipped with gas cooker, microwave, fridge, dishwasher and radio with CD player. A Dining and Lounge area with electric stove, digital TV and DVD player provides a wonderful area for relaxation. Upstairs There is a twin bedroom and a double...
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    Pickering, North Yorkshire YO18 8RP
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This all first floor apartment is in Pickering and sleeps two people in one bedroom. Spire View is a first floor apartment above a gift shop in Pickering, overlooking the main cobbled street. The apartment sleeps two people and you will find internal stairs leading up to the accommodation which...
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    Pickering, North Yorkshire YO18 8DT
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    High Mill Pickering1 / 44
    (22)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Reviewed August 16, 2017
    Had a lovely stay here. Perfect for 4 couples plus young kids. Good facilities. Kids loved seeing steam train from the windows
    Reviewed May 2, 2017
    We booked High Mill Pickering for my Dads Birthday over the Bank Holiday.. There was 13 of us in all, 7 Adults/ 6 kids. All in all, we all really enjoyed our stay - after a...
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    About this property
    High Mill House (sleeps up to 12). Retaining many original Victorian features, but now with high levels of insulation, thermostatically controlled radiators and en-suite facilities, allowing for 21st century comfort. High quality mattresses should ensure a good night’s rest. For the more...
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    Pickering, North Yorkshire YO18 7BB
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Ivy House1 / 8
    (8)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks ago
    we stayed over at Ivy House over a four day weekend as a group of ten ladies. celebrating a 50th birthday and we couldn't have found a more perfect home. The home had everything...
    Reviewed March 26, 2016
    It was lovely to return to Ivy House. We are a family of 8 adults and two young children, and the house more than satisfied our needs. Simon even provided a second highchair...
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    About this property
    Ivy House is a lovely Georgian property in the centre of Pickering. Completely re-furbished to an extremely high standard. This spacious property is full of original features, together with up to date luxuries. Ideal for family holidays or a get together with family and friends. Off road parking...
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    Pickering, North Yorkshire YO187DG
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 13
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This end terrace, Grade II listed cottage is in the market town of Pickering and sleeps six people in three bedrooms. The Sidings is an end terrace, Grade II listed cottage in the market town of Pickering. The cottage is set over three floors and sleeps six people in three bedrooms which are a...
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    Pickering, North Yorkshire YO18 8DT
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This three storey family town house is located on Eastgate, a lovely tree lined road and is within easy walking distance of the town centre of Pickering. It has the added benefit of a large extended kitchen dining area, together with two king size and a twin bedroom. Outside is a small lawned...
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    Pickering, North Yorkshire YO18 7HR
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    BARN COTTAGE Sleeps 2/4 + cot 2 BEDROOM two storey upside down cottage to take advantage of the open countryside views : Ground floor - One double bedroom; one twin bedroom; bathroom with bath shower, w.c. and hand-basin. First floor - Spacious sitting/ dining room with open beamed...
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    Pickering, North Yorkshire YO18 8LL
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rosecroft Cottage1 / 10
    (7)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed August 7, 2017
    The sign at the end of the drive says 'Luxury' which is really an over estimation of the rating. The owners use this as their own summer cottage, when not rented out and as such...
    Reviewed September 24, 2016
    We knew when we booked that the property may be larger than the two of us needed, but its size surprised us both. The kitchen was big enough for me to cook for 10 - 15 people...
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    About this property
    Rosecroft Cottage, Cropton is an idyllic central base to discover the beautiful North York Moors National Park and the Yorkshire Heritage Coast. Walks and cycle tracks lead to quaint little moorland villages and lovely scenery. Golfers can enjoy a round at Kirkbymoorside Golf Club and Anglers can...
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    Location Information
    Pickering, North Yorkshire
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    No 2 The Ropery1 / 21
    (54)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Reviewed 3 weeks ago
    Great location - within walking distance of a range of shops, cafes and bars. Beautiful house, particularly pleased with how well supplied the kitchen was with pots, pans...
    Reviewed August 31, 2017
    Everything you could wish for and more!! House was perfect for our large family 8 adults 1 child and two dogs. We even found a quarry near by to walk the dogs. We took the Steam...
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    About this property
    This luxurious 5 bedroomed holiday home is perfect for large groups/families wanting a centrally located property. In Pickering there are many bars, cafes, shops and restaurants within seconds of leaving the house. No 2 The Ropery is positioned at the bottom of the main market place, opposite the...
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    Pickering, North Yorkshire YO18 8BB
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    WOODLEA, pet friendly, character holiday cottage, with a garden in Rosedale1 / 24
    (10)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed October 11, 2017
    Beautiful house in a beautiful areaHouse was clean, Well maintained and had everything we needed for a family get together. We would definitely go back and stay again.
    Reviewed September 1, 2015
    On an annual basis, a group of old school friends who are certainly old enough to know better get together at various locations across the UK to pretend they can still walk up...
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    About this property
    The property is able to sleep eight people across four bedrooms – one double and three twins – and also features a spacious conservatory which looks out onto large mature gardens, a well-equipped kitchen with dining area, as well as a sitting room wit Set on a hillside with wonderful views across...
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    Rosedale Abbey, Pickering YO18 8SE
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Maybeck Cottage1 / 10
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed August 21, 2015
    We have recently returned from a week at Maybeck. On arrival, there was milk for our tea and tea bread and Wensleydale cheese, a lovely surprise. The cottage is equipped to a...
    Reviewed March 20, 2015
    service at eastgate cottages excellent,property is 1st class area is fantastic coast nearby, walking on moors close,heritage steam railway in town ,stately homes and other...
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    About this property
    Completely refurbished to an extremely high standard. This is a very popular one bedroom 'just for couples' cottage and is well laid out with feature beams and a gas coal effect fire. It benefits from a large luxury bathroom with a large double ended bath and separate walk-in shower and his and...
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    Pickering, North Yorkshire YO18 7DW
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    DAIRY HOUSE, pet-friendly, character holiday cottage, with a garden in1 / 18
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This property is a spacious restored stone cottage sleeping six people in three bedrooms in the village of Newton-upon-Rawcliffe near to Pickering. Dairy House is a spacious, converted dairy, full of character and history and is located in the Yorkshire village of Newton-under-Rawcliffe near to...
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    Pickering, North Yorkshire YO18 8QA
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    PLATFORM 2 & 3/4, railway views, woodburner, pet-friendly with a garden, in1 / 12
    (15)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed July 24, 2017
    A brilliant holiday cottage and a lot more space than appears from outside. Nice compact back garden. Everything you need and want for a holiday cottage
    Reviewed June 1, 2016
    Had a fabulous week in this lovely cottage, would strongly recommend. Very convenient to everything and exceptionally comfortable.
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    About this property
    This lovely house in Pickering sleeps six people in three bedrooms. Platform 2 & 3/4 is a lovely terraced house opposite the steam railway line in Pickering. With three bedrooms, two doubles and a zip/link twin, it sleeps six people comfortably. The house also has a bathroom, kitchen and a...
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    Pickering, North Yorkshire YO18 8DT
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This terraced cottage is in the market town of Pickering near to Kirkbymoorside and can sleep four people in two bedrooms. 12 Castlegate is a lovely terraced cottage situated in the market town of Pickering just seven miles from Kirkbymoorside in North Yorkshire. The cottage can sleep four people...
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    Pickering, North Yorkshire YO18 7AX
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    THE HOLLIES, detached, all ground floor, gas fire in sitting room, lovely1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed March 16, 2016
    This is a lovely bungalow with a contemporary look beautifully transformed by the owners who we met upon arrival to explain how everything worked. Parking for 2 vehicles on the...
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    About this property
    This charming, detached bungalow in Pickering, North Yorkshire, can sleep four people in two bedrooms. The Hollies is a wonderful, detached bungalow in the market town of Pickering in North Yorkshire. The property can sleep four people in a double room, a twin room and a bathroom and there is a...
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    Pickering, North Yorkshire YO18 8DJ
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LOCKTON COTTAGE, end-terrace, open fire, off road parking, garden, in1 / 9
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed May 13, 2017
    All you could want is here in Lockton cottage. The owners have gone the extra mile to ensure that the cottage is well equipped and tastefully furnished. We have been on...
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    About this property
    This beautifully-presented, end-terrace stone cottage is just one mile from Pickering and can sleep four people in two bedrooms. Lockton Cottage is a beautifully-presented, end-terrace stone cottage just one mile from Pickering and can sleep four people. There is a double bedroom, a twin bedroom,...
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    Location Information
    Pickering, North Yorkshire YO18 8AU
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Farmhouse, Low Farm, Hartoft1 / 120
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 5 weeks ago
    My family and I stayed at the Farmhouse in August.It's set in a truly amazing location.The accommodation was wonderful too.I am in the process of booking next year's...
    Reviewed September 25, 2017
    Our fourth time staying, this time with the pooches who thoroughly enjoyed themselves, settled down as if home from home. As always Cottage offered what we have come to expect...
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    About this property
    Downstairs is a large farmhouse kitchen/dining room which is well equipped with an electric cooker, microwave, dishwasher, fridge, radio with CD player and wood burning stove. There is a separate lounge with log burner digital TV and DVD player. There is WIFI available. Upstairs are two spacious...
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    Pickering, North Yorkshire YO18 8RP
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    COBBLER'S COTTAGE, pet-friendly, character holiday cottage in Pickering, Ref1 / 10
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Reviewed March 27, 2017
    What a wonderfully presented cottage, very clean with lovely finishing touches. We really enjoyed our week in the cottage very cosy and a home from home. The fire was great...
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    About this property
    This semi detached cottage is located in Pickering in North Yorkshire and can sleep five people in three bedrooms. Cobbler's Cottage is a semi-detached cottage in the bustling market town of Pickering on the edge of the North York Moors National Park. The cottage sleeps five people and has two...
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    Pickering, North Yorkshire YO18
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This charming terraced property in the town of Pickering sleeps four people in two bedrooms. Alfie's Place is a delightful stone-built, mid-terrace cottage in the pretty market town of Pickering. Set on the edge of the North York Moors, this cottage has been lovingly furnished and tastefully...
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    Pickering, North Yorkshire YO18 8BB
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Thorgill Cottage1 / 11
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 3, 2015
    Very cold weekend but with central heating and a log burner we were snug .The nicest thing was the fact that each bedroom had its own bathroom......not often the case in...
    Reviewed November 7, 2014
    The cottage is easily accessed so good for the disabled. It is all on one level. It is situated in a lovely part of the country.
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    About this property
    Thorgill Cottage is our newly developed cottage in the courtyard with off road parking and it's own patio outside seating area. This one bedroom all on one level, spacious stone cottage has a high spec. modern kitchen and dining area, stunning bathroom with large shower enclosure and generous one...
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    Pickering, North Yorkshire YO18 7DW
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    DUNCRUZIN COTTAGE, country holiday cottage, with a garden in Pickering, Ref 39801 / 15
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed August 23, 2015
    Was able to get a late booking on this cottage which made it great value for a family summer holiday. pickering is a great place for a holiday, we were able to go to the beach...
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    About this property
    Duncruzin Cottage is a mid terraced cottage, which is situated close to the centre of Pickering and sleeps four people in two bedrooms. Duncruzin Cottage, situated close to the centre of the market town of Pickering is a lovely mid terraced cottage that has been beautifully renovated to provide...
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    Pickering, North Yorkshire YO18 8BX
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    MEADOW VIEW, lovely views, fantastic location, en-suite facilities, in1 / 13
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Reviewed May 2, 2016
    Stayed here for the weekend with a group of friends to celebrate a birthday. The cottage is just perfect. So clean and has everything you could need. The beds were very...
    Reviewed December 13, 2015
    This is a beautiful house. The owners have decorated and furnished it beautifully. It is so comfortable and warm. It is also the cleanest holiday house we have ever stayed in...
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    About this property
    This superb detached cottage sits on the outskirts of Pickering in North Yorkshire and can sleep seven people in four bedrooms. Meadow View is a wonderful detached cottage that sits on the outskirts of Pickering in North Yorkshire. Boasting four bedrooms with lovely rural views, one benefiting...
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    Location Information
    Pickering, North Yorkshire YO18 7HN
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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