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Vacation Rentals in Winchester, England

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    Travelers to Winchester are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 35
    4.5 of 5 stars (21) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 8
    5 of 5 stars (27) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 16
    5 of 5 stars (13) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Parking
    • Central Heating
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    • Terrace
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    About this property
    South House is a beautiful 3 bedroom home situated in the heart of Winchester. Its elegant contemporary design makes it a unique and a very comfortable place to stay in this historic city. All the main cultural attractions including Winchester Cathedral, and the Great Hall displaying the famous... View all property information
    Location Information
    Winchester, Hampshire SO23 8DB
    5 of 5 stars Reviewed June 1, 2016
    First the Pros: The owners have obviously taken a great deal of care when decorating and furnishing this house - it's absolutely lovely inside. Nice, new and comfortable...
    5 of 5 stars Reviewed September 6, 2015
    We had a wonderful stay in South House Winchester from August 30rd to September 4rd 2015. Not only because of the many interesting things in Winchester and surroundings, but also...
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    1 / 8
    5 of 5 stars (11) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Prices for a single room start from £95 Prices for the whole house start from £335 two bare feet Winchester offers loft-style living to those looking for a break with friends and family or to those travelling with work. Each of the 3 individually styled bedrooms have been designed to make guests... View all property information
    Location Information
    Winchester, Hampshire SO23 8AZ
    5 of 5 stars Reviewed 1 week ago
    Simply put. We loved it and we hated leaving. I booked last minute, when deciding on a spontaneous trip to suprise my fiancée. I couldn't believe my luck when this place was...
    5 of 5 stars Reviewed July 14, 2016
    My boyfriend and I stayed at Two Bare Feet for a weekend for a friend's wedding that was held nearby! It was a last minute find, but it was the best find EVER!! We stayed in one...
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    1 / 17
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    About this property
    The Hayloft is one of 3 cottages within Crabwood Cottages. It has been tastefully converted with fabulous views over rolling fields and forest, perfect for couples or overnight business trips. The Hayloft is situated right on a bridleway leading to wonderful woodland and rolling countryside and... View all property information
    Location Information
    Winchester, Hampshire SO21 2PA
    5 of 5 stars Reviewed March 22, 2016
    Very friendly welcome, very clean, everything you need to enjoy your stay, quiet location with lovely views, only a short drive for anything you might need would recommend and...
    5 of 5 stars Reviewed June 19, 2015
    Lovely stay. Very nice people. Debbie was very welcoming, and provided an excellent breakfast (better than 5 star hotels breakfast). Very pretty village. Very clean accommodation...
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    1 / 15
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Washer
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    • Private Yard
    • DVD Player
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    • Pet-friendly
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    • x
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    About this property
    Dating from the late 1800's and recently renovated The Down House Cottage nestles in the leafy village of Shawford, right on the edge of the National South Downs Park. Less than 3 miles from the historic heart of Winchester. The river Itchen flows through the village and it is possible to follow... View all property information
    Location Information
    Winchester, Hampshire SO21 2AA
    5 of 5 stars Reviewed June 12, 2016
    We booked this cottage to be near our daughter & family. It was in a perfect position for us, walking distance to their house, station, pub and bus route. We were very...
    5 of 5 stars Reviewed May 30, 2016
    Down House Cottage is in a fantastic and very pretty location, with Shawford station and a friendly country pub just a couple of minutes walk away. Sue made us feel very welcome...
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    1 / 27
    5 of 5 stars (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • DVD Player
    • Parking
    • Private Yard
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    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    The Old Tractor Barn is one of 3 cottages within Crabwood Cottages. It is a fabulous holiday cottage set in farmland with wonderful views of horses grazing in rolling paddocks and chickens pecking around the old farmyard and direct access on to a bridleway.The location of this holiday home makes it... View all property information
    Location Information
    Winchester, Hampshire SO21 2PA
    5 of 5 stars Reviewed January 7, 2016
    We very much enjoyed our week over New Year's eve. Came to visit Granddad for his 99th birthday in Winchester! Great location for day trips. Went down to Barton-on-sea and to the...
    5 of 5 stars Reviewed December 23, 2015
    We stayed here AGAIN. Second year running. This time we brought the dog. Fabulous house fully equipped kitchen, constant hot water (for teenagers) along with Wifi, toiletries and...
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    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This stylish and very well presented town-house is within walking distance of Winchester town centre and its wonderful amenities. The property benefits from a courtyard garden, roof terraces, balcony and secure under croft allocated parking. At street level there is under croft gated parking with... View all property information
    Location Information
    Winchester, Hampshire SO23 0AD
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    About this property
    Ideal location for visiting the beautiful & historic Winchester or Hampshire, the Granary is 2 miles from Winchester, opposite a farm shop & lovely country pub is a 10 minute walk away. The main bedroom has a kingsize bed and views across watercress beds, the adjoining bedroom has bunk beds. Open... View all property information
    Location Information
    Winchester, Hampshire SO23 7LD
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    1 / 11
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Positioned across the road from Oram's Arbour park, and just a 5 minute walk from town and the station, this 3 bedroom apartment has just been refurbished,creating a contemporary, light and airy space.It occupies the two top floors of a victorian house and is over 1000q ft. The master bedroom has... View all property information
    Location Information
    Winchester, Hampshire SO225BU
    5 of 5 stars Reviewed March 23, 2016
    Beautiful cosy loft with great separation of living to bedrooms situated across from children's playground - would stay here again in a heartbeat!
    5 of 5 stars Reviewed December 6, 2015
    Stayed here for two nights to visit the Christmas Market.There were five adults and one baby we had plenty of room the loft was clean and comfortable and the owners live...
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    1 / 21
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Terrace
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming period cottage quietly situated in one on Winchester's quaint old streets. This renovated cottage still retains the old features which give it plenty of character - old fireplaces and doors and twisty old staircase. It is ideally situated in the city centre, so all the historic sites,... View all property information
    Location Information
    Winchester, Hampshire SO23 0HF
    4 of 5 stars Reviewed August 4, 2015
    Very comfortable. Well equipped kitchen with large, practical dining table. I know one can't expect everything to be provided but it would be helpful to have some washing up...
    5 of 5 stars Reviewed February 4, 2014
    The place is easy to find, but take a taxi or bus from the central station. Only 5 minutes from the centre ,restaurants and pubs. The apartment is very charming, comfortable und...
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    About this property
    DETAILS NO. 79 TOWER STREET Holiday Home in Winchester UK is charming period property with a City Centre location making it an ideal holiday home. You and your family can enjoy this holiday home in Winchester and all the city centre has to offer being just a stone's throw away. Two double bedrooms,... View all property information
    Location Information
    Winchester, Hampshire SO23 8TA
    1 / 18
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    "Winchester Garden Annexe" Beautiful, self contained, wood clad cabin. Rustic, boat like appearance from the outside. Clean modern appearance inside with all you need for a pleasant, comfortable stay. A wonderfully unique, self contained wood clad cabin in our garden. Known as an "Armadilla" it is... View all property information
    Location Information
    Winchester, Hampshire SO22 6HN
    5 of 5 stars Reviewed January 25, 2015
    Stayed here on a Friday and Saturday night. The armadilla is compact and well designed. Very quiet and peaceful. Bed was comfy and everything we needed was provided. The armadilla...
    5 of 5 stars Reviewed January 7, 2015
    The armadilla was everything we hoped, lovely, romantic get away just a short bus ride away from the city centre.
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    1 / 24
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
    • Central Heating
    • Patio
    • DVD Player
    • Shared Yard
    • Balcony
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Old Barns originally formed part of an old dairy farm and is surrounded by stunning English countryside. <BR>The barn conversion consists of 4 one bedroom holiday cottages all upside down accommodation taking advantage of the views of the Test Valley.<BR><BR>Ideal retreat for couples,... View all property information
    Location Information
    Winchester, Hampshire SO20 6QR
    5 of 5 stars Reviewed May 17, 2016
    We enjoyed a short break at this fabulous cottage in the Test Valley. A great location for travelling around this truly idyllic area of Hampshire. Very spacious and equipped with...
    5 of 5 stars Reviewed September 8, 2015
    Stayed here with 2 girlfriends for a quiet weekend away of gossip and bubbles ;o) Great barn with lovely balcony in the sun. Well equipped (and fabulous deep roll top bath...
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    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    South House is a beautiful 3 bedroom home situated in the heart of Winchester. Its elegant contemporary design makes it a unique and a very comfortable place to stay in this historic city. All the main cultural attractions including Winchester Cathedral, and the Great Hall displaying the famous... View all property information
    Location Information
    Winchester, Hampshire SO23 8DB
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    DETAILS FOR NO. 12 ST CLEMENT STEET Holiday Cottage in Winchester UK at No. 12 St Clement Street "Honeysuckle". A delightful period cottage believed to date back to the 1800's, located in the heart of the City and within walking distance of the High Street and mainline railway station. Completely... View all property information
    Location Information
    Winchester, Hampshire SO23 9HH
    1 / 44
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Hot Tub
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    • Pet-friendly
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    • x
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    About this property
    Luxury 4 Star self-catering holiday accommodation comprising of up to 2 bedrooms and 2 bathrooms and now able to accommodate up to 6 guests with lounge/diner and a fully fitted kitchen with integrated appliances: washing machine, dish washer, fridge, freezer, oven, hob, combi-microwave;... View all property information
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    Winchester, Hampshire SO22 6DP
    1 / 9
    5 of 5 stars (1) Excellent
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
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    • x
    About this property
    The Orchard Studio is an idyllic self contained hideaway, tucked in a corner of our truly English country garden. It is completely private and the perfect place to relax and unwind. We offer a warm welcome, comfortable bed and delicious breakfast. The cathedral city of Winchester is only three... View all property information
    Location Information
    Winchester, Hampshire SO21 2PA
    1 / 11
    4.5 of 5 stars (4) Very good
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • x
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    • x
    About this property
    Hardy House is a wing of an attractive Victorian mansion, 40 metres from the park overlooking the beautiful city of Winchester. We completely renovated our house in 2013, and added a modern extension designed by an award-winning architect. The house has typically Victorian high ceilings, large... View all property information
    Location Information
    Winchester, Hampshire SO23 0JW
    4 of 5 stars Reviewed May 25, 2016
    It's a charming room in a new extension to Victorian house: well equipped and with good quality fittings, including fascinating range of pictures. The situation s very quiet...
    4 of 5 stars Reviewed November 29, 2015
    Good communication before and an easy very pleasant stay. Felice was friendly and nice to chat with. Very well located close to the town. Will recommend to friends and family and...
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    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Beautiful Victorian cottage within 5 mins walk of Winchester City centre which is an amazing historic city in southern England, one hour by train or car to London. It was fully renovated and extended in 2013. The house comprises sitting room, large ktichen/diner with french doors leading onto... View all property information
    Location Information
    Winchester, Hampshire SO23
    1 / 20
    Kings Worthy
    2 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Eversley Cottage Annex is a beautiful 3 bedroom cottage which is located at the gateway to the South Downs National Park and within 2 1/2 miles from Winchester Historic City Centre, 30 minutes from Stonehenge, Salisbury and 55 minutes by train to the centre of London and 30 minutes to the south... View all property information
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    Kings Worthy, Winchester SO23 7QN
    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    The Old Orchard is one of 3 accommodations within Crabwood Cottages. It is a peaceful rural holiday accommodation with lovely views and wonderful forest walks on your doorstep, yet perfectly located to explore The South of England and nearby cathedral city of Winchester The Old Orchard sleeps up to... View all property information
    Location Information
    Winchester, Hampshire SO21 2PA
    1 / 23
    5 of 5 stars (3) Excellent
    Twyford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
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    • x
    About this property
    Peacefully situated on a 4 acre smallholding in the depths of the Hampshire countryside, The Stables have been sensitively converted from an original farm building, once used to house shire horses, into exceptionally well thought-out accommodation, providing the perfect retreat for a couple wishing... View all property information
    Location Information
    Twyford, Winchester SO32 1HT
    5 of 5 stars Reviewed July 9, 2016
    My partner and 1 spent 5 days here from 23rd December last year and thoroughly enjoyed our stay. The cottage was laid out to make us feel right at home with a charming lay out, a...
    5 of 5 stars Reviewed April 18, 2015
    Wonderful place to stay, very quiet in luxurious surroundings. Everything you would need in this well laid out accommodation, furnishings are lovely, kitchen well equipped...
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    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Rent this beautiful shepherds hut set in a idyllic location of a private four acre field with access to a its own woodlands. Discover and enjoy the natural wildlife that surrounds the hut including an active badger set, rabbits, hares, pheasant and wild deer or spot many of birds including red... View all property information
    Location Information
    Winchester, Hampshire SO21 1JE
    1 / 7
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • ?
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    • x
    About this property
    Riverside Cottage is away from the maddening crowd yet easy access to Winchester, Andover, London with lots of local interest too It is an old thatched cottage set in 8 acres and on the River Dever. It overlooks fields and so private and relaxing. Riverside also have a lodge for extra guests... View all property information
    Location Information
    Winchester, Hampshire SO21 3QJ
    1 / 18
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    The Pavilion is a stunning contemporary detached house in the centre of Historic Winchester, and offers a stylish blend of ultra modern features and spacious accommodation. <BR>There are two bedrooms, one with ensuite bathroom, these have glazed doors leading to a secure enclosed courtyard area,... View all property information
    Location Information
    Winchester, Hampshire SO23 8DJ
    4 of 5 stars Reviewed July 7, 2015
    This is a new house with a large livingspace/kitchen ,two smallish bedrooms and two good bathrooms plus balcony and patio.It is well furnished and fitted , airy with lots of...
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    1 / 19
    4 of 5 stars (9) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    The Garden apartment, newly completed in Summer 2011 is quietly located in the City Centre, with comfortable, comtemporary stylish furnishings. This self catering apartment is very quiet, with no road noise.<BR>There is a large bedroom with lovely vaulted ceiling and patio windows looking into the... View all property information
    Location Information
    Winchester, Hampshire SO23 8DJ
    5 of 5 stars Reviewed January 12, 2016
    Our first visit to Winchester for a Christmas break. The apartment has off street parking, a real bonus in Winchester. The apartment is very nice and offers great value for money...
    5 of 5 stars Reviewed August 27, 2015
    The Garden Apartment is an ideal spot to stay in Winchester. The fact that it has off street parking is a bonus as you will not need to use your car to travel locally as the...
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    1 / 21
    4.5 of 5 stars (7) Very good
    Twyford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Dating from around 1450, Embessy Cottage is believed to be the oldest cottage in Twyford, Winchester <BR><BR>Heavily beamed and filled with character and charm, the cottage is comfortably furnished, and enjoys a peaceful setting with a sheltered south facing garden. It is located on a quiet side... View all property information
    Location Information
    Twyford, Winchester SO21 1QG
    5 of 5 stars Reviewed October 29, 2015
    I am very happy of having already become part slightly of the story of the Embassy Cottage. It has been a really lovely staying. That’s why I am going to capitalise each of its...
    5 of 5 stars Reviewed August 23, 2015
    We stayed in Embassy Cottage for 2 weeks and what a relaxing 2 weeks it was. Lovely quiet area in a quiet village. The house has everything you will need for your stay and if not...
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    1 / 8
    5 of 5 stars (21) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    • Air Conditioning
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    • Pet-friendly
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    • x
    • Smoking allowed
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    1 Abbotts Court Mews is a two bedroom luxury apartment which can accommodate up to five people. This architect designed property, built in 2005, uniquely provides a detached first floor apartment conveniently tucked away in a secluded location yet close to the city centre.<BR><BR>Located within the... View all property information
    Location Information
    Winchester, Hampshire SO23 7BE
    5 of 5 stars Reviewed 3 weeks ago
    Myself and my husband, from Botswana and my mother and elder sister, from Canada stayed in the 2 bedroomed apartment for 5 days visiting my sister in Winchester. There was plenty...
    5 of 5 stars Reviewed March 9, 2016
    This is a lovely apartment, well equipped and very clean. All the instructions were clear and the helpful guide proved to be highly useful. There were some extra welcoming...
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Central Heating
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    • Pet-friendly
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    DETAILS NO. 73 TOWER STREET Holiday Home in Winchester UK at No. 73 Tower Street No. 73 Tower Street has a really great city centre location as holiday home in Winchester because it is situated within a few minutes walk of the Railway Station, Discovery Centre, Theatre Royal and the great... View all property information
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    Winchester, Hampshire SO23 8TA
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    DETAILS NO. 02 BECKS MEWS No. 02 Becks Mews - Sleeping 4-7 people is a modern mews house perfectly placed self catering accommodation within minutes walk of the station. The bespoke doors, leaded dormers and the appearance of the house is smart, attractive and appropriate. The sensitive... View all property information
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    Winchester, Hampshire SO22 6RN
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    DETAILS NO. 01B 1 CLIFTON TERRACE Holiday Apartment in Winchester UK at No. 01B 1 Clifton Terrace. No. 01B 1 Clifton Terrace is a light and attractive 1st floor apartment situated in the heart of central Winchester in a popular and elevated residential area immediately to the west of the city... View all property information
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    Winchester, Hampshire SO22 5BJ
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Situated within a former warehouse building converted in 1973, this serviced apartment offers great accommodation for 4 on the 2nd floor (with lift) and is surprisingly quiet for the heart of the City. FACILITIES NO. 11 COSSACK LANE HOUSE Apartment located on the 2nd floor with lift access Master... View all property information
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    Winchester, Hampshire SO23 8DR
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Winchester, Hampshire SO225FH
    1 / 10
    5 of 5 stars (8) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    • Hot Tub
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    Unique two , two bathroom, authentic, Norwegian log cabins set in the centre ancient woodland at the heart of South Winchester Golf Course. The Lodges are arranged around a private putting green and are just 3 miles from Winchester city centre with all of its shops, restaurants and bars. Some... View all property information
    Location Information
    Winchester, Hampshire SO22 5SW
    4 of 5 stars Reviewed November 4, 2015
    Some friends and I stayed here for 3 nights as part of a reunion. it was brilliant, the cabins are really well built and looked after. They are warm and comfortable, especially...
    5 of 5 stars Reviewed July 2, 2015
    Hi I just spent 7 days at these lodges and they are a cut above the normal caravan ,chalet type accommodations. They are not the cheapest but I was impressed with the finish and...
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    1 / 10
    5 of 5 stars (9) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Grill
    • Central Heating
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Unique three bedroom, two bathroom, Norwegian log cabins set in the centre ancient woodland at the heart of South Winchester Golf Course. The Lodges are arranged around a private putting green and are just 3 miles from Winchester city centre with all of its shops, restaurants and bars and within... View all property information
    Location Information
    Winchester, Hampshire SO22 5SW
    5 of 5 stars Reviewed March 24, 2016
    We loved the lodge and the hot tub. the welcome basket with local bacon and free range eggs was lovely. We couldn't fault the place. We will definitely go back. Nothing much to...
    5 of 5 stars Reviewed October 23, 2015
    We booked the 3-bed, 2-bath lodge for a Mon-Fri break with friends. Accommodation was clean and functional, the open area of kitchen, dining table and lounge was ideal for...
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