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Wellington Vacation Rentals

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    Travelers to Wellington are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 31 Rentals in Wellington
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    Tranquil, waterfront cabin in Wellington1 / 37
    (21)Excellent
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Studio de Village1 / 11
    (2)Very good
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Ashgrove House1 / 24
    (1)Excellent
    Wellington
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    50 Wharf Street1 / 22
    (4)Excellent
    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2017
    in the town of Wellington, not far from Sandbanks provincial park. Well equipped house, 3 bedrooms, 1 1/2 bathrooms, good size livng and dining rooms. Lovely screened in front...
    Reviewed June 24, 2017
    The house is spacious and clean , well suited to larger families or groups of friends - it is 100 yards from the main drag in Wellington which has a small array of restaurants...
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    About this property
    50 Wharf Street is an ideal vacation spot for families to spend quality time together. With central access to all Wellington has to offer, this three bedroom upgraded century home is a gem. Steps from Main Street and Wellington Beach, 50 Wharf Street is nestled in with other period homes and...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wellington
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Satellite TV
    • Air Conditioning
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Oak Street Cottage, a three bedroom open concept cottage located in the lakeside village of Wellington. This newly renovated home is filled with light and offers a modern kitchen with granite counter-tops & stainless steel appliances, vaulted ceilings, leather furniture, gas fireplace,...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your vacation in comfort while enjoying the charming & historic lakeside village of Wellington. This village home is family friendly and centrally located for your holiday adventures. Take pleasure in sipping your morning coffee on the back deck while enjoying the shade of the big silver...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Summer House Vacation Rental1 / 15
    (11)Excellent
    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Porch
    • Grill
    • DVD Player
    • Patio
    • Wi-Fi
    • Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 2016
    Great house and location for a family gathering and good time together. House is very clean and meticulously maintained with plenty of accessories for indoors and outdoors...
    Reviewed December 21, 2015
    We really enjoyed staying in this house. Great location, close to the wineries we wanted to tour. Lots of room for our family of 6. The open kitchen/living room was nice to...
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    About this property
    Please note: Weekly rentals only July/August. (Shorter stays subject to last minute availability, premium rates may apply.) Three night minimum may apply for holiday weekends The Summer House is located in the historic village of Wellington, on the shores of Lake Ontario and West Lake in the...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ponderosa Farmhouse surrounded by Wineries1 / 21
    (3)Excellent
    Wellington
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Patio
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 2, 2016
    From the minute we entered the property we were not disappointed. The property was just as depicted online. The cupboards were well stocked with everyday needs. The owner was...
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    About this property
    An 1830's Farmhouse rebuilt from the foundation up while adhering to the home’s original footprint. This was done to pay respect to the period of the house and to the area it's located. Great care was taken to ensure the house maintained the lovely charm and quirks of the time like salvaging all...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Waterfront on Main1 / 20
    (9)Very good
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Yard
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Grill
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Yolande's apartment was very clean and nicely decorated. The kitchen was well equipped which made it easy to make meals during our stay. The beautiful back deck was a great...
    Reviewed November 8, 2016
    We enjoyed our return trip to the County. at Waterfront on Main in Wellington. I had lived in the County many years ago and wanted to show it off to my husband. We were...
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    About this property
    WATERFRONT on Main is located at 177 Main Street, in Wellington. It boasts a main floor one-bedroom apartment with private entrance. The kitchen equipped with necessary items to make most meals. No food is provided other than salt, pepper and olive oil. There is a queen size bed in bedroom; a...
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    Wellington, Prince Edward County K0K 3L0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Village Suites- IN The Heart of Wine Country1 / 19
    (3)Excellent
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2016
    We really enjoyed the rental - Corey was very friendly and accommodating, the space was clean and comfortable (bed and towels were great!) and the location beside the Drake...
    Reviewed June 15, 2015
    Stayed here one night for an event in Prince Edward County. This is newly renovated suite and has all the amenities you would want and more. Paula and Corey were great to deal...
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    About this property
    The Village Suites has been Beautifully renovated 680 sq ft, 1 bedroom suite on Main Street, Wellington. Steps away from pristine Lake Ontario, gourmet restaurants, café and downtown shopping. World famous Sandbanks, Wineries and Fishing and two local golf courses nearby.This Newly renovated...
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    Wellington, Prince Edward County K0K 3L0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wellington
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Housekeeping Included
    • DVD Player
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make this your homebase in the heart of wine county! Just 2 blocks to Main St, the Drake Devonshire, great restaurants, bars, galleries and grocery store. Bring your bike- we're on the Millennium Trail. Blocks to Wellington Beach. Minutes to Sandbanks' stunning dunes. Centrally located to wineries....
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wellington
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Private Yard
    • Patio
    • Washer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Studio apartment just a two minute walk to the beach, Drake Devonshire, shops, restaurants and all Wellington PEC has to offer. A full kitchen, bathroom and laundry all to yourself. Large private yard, big deck with bbq, huge maple tree for lounging under, and plenty of seating. Private yoga cabin...
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    Wellington, Prince Edward County K0K 3L0
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Oakie Doakie Suite1 / 15
    (1)Very good
    Wellington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 28, 2015
    Convenient location - walkable to beach, small town and the Drake Hotel. Short driving distance to wine country.The unit itself has everything you need.
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    About this property
    This fresh, clean and cozy little cottage is only a two minute walk to the beach and downtown. Fully equipped two bedrooms, kitchen, 2 bathrooms, living room and out door space that will be the perfect spot for a county vacation. Wineries, restaurants, shopping and the beach all virtually at your...
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    Wellington, Prince Edward County K0K 3L0
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The following rentals are within 10 miles of Wellington.
    Ameliasburg
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience waterfront living just minutes from wineries, fine dining, and all that Prince Edward County has to offer. This home is set up to enjoy! Ideal for family gatherings and friends.The expansive deck is almost ON the water, amazing views, deep water dock. Weekly rentals June-September,...
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    Ameliasburg, Prince Edward County K8N 4Z7
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    • Balcony
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront 3-bedroom cottage on East lake (Lake Ontario) in Prince Edward county near Sandbanks. This fully furnished modern home is warm and cosy, located in wine & cottage country. Excellent for families, couples, retirees, singles & groups. This cottage, minutes from the Sandbanks Provincial...
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    Cherry Valley, Prince Edward County K0K 1P0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Bloomfield
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Grill
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best that Prince Edward County has to offer in this five bedroom centrally located Bloomfield home. From here you can tour the County wineries, visit the Sandbanks Provincial beaches, sample the regional cuisine and peruse the local shops. Return home at the end of the day to upscale...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cherry Valley
    10 Bedrooms, 7 Bathrooms, Sleeps 40 Quick View
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    • Waterfront
    • Parking
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Jay Cottages is a family friendly lakefront cottage retreat situated on the shores of East Lake, south of Picton, Prince Edward County. We are ideally located within 2 hours of Toronto and 3 hours of Ottawa, offering you a quick escape from the busy, noisy and smoggy city. Just imagine...
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    Cherry Valley, Prince Edward County K0K 1P0
    Rental Home - 10 Bedrooms, 7 Bathrooms, Sleeps 40
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    Cherry Valley
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Jay Cottages is a privately owned multi-cottage resort, conveniently located minutes from Sandbanks Provincial Park where some of Ontario’s best sandy beaches and dunes can be found. It is also in close proximity to the Town of Picton, where one can find shops, bars and restaurants. The...
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    Cherry Valley, Prince Edward County K0K 1P0
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Waterfront 3 Bedroom Cottage by Sandbanks1 / 13
    (6)Very good
    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Balcony
    • Terrace
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    We really enjoyed our 2 day get away. The cottage was well maintained and cozy for the two of us. We were only 15 minutes from Outlet/Sandbanks which was our main reason for...
    Reviewed June 14, 2017
    Very clean cottage. Well stocked kitchen. Beautiful view from shore. Owners were pleasant and easy to deal with. Highly recommend. Would go there again.
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    About this property
    Looking for a quiet getaway or a fun filled family vacation? We are renting our Park model cottage over the summer and fall; and hope it is the right place for you. Enjoy great summer weather at this beautiful spot on East Lake. Any season at Cove Bay 11 is a great time to visit. Book now to...
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    Cherry Valley, Prince Edward County K0K 1P0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Consecon
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Waterfront
    • Patio
    • Hot Tub
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    • Washer
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beach house is a very private spot at the end of a long beautiful shorefront driveway. It has access to two thousand feet of private beach facing west on Lake Ontario. The swimming is sandy bottomed and deepens slowly which makes it perfect for children and cautious swimmers. The sunsets are...
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    Consecon, Prince Edward County K0K 1T0
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    House sleeps 10 on Main Street Bloomfield1 / 19
    (5)Excellent
    Bloomfield
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Washer
    • Satellite TV
    • DVD Player
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    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 19, 2017
    Stayed here with my 4 sisters for our "Sisters Weekend". The Doctor's House is a beautifully maintained grand home.The house has all the charm of years gone buy...
    Reviewed September 14, 2016
    Our girls weekend to the County was amazing and the accommodations were brilliant. We were 10 ladies on a girls weekend and Wanda the owner made sure her house was perfect for...
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    About this property
    Nestled on Bloomfield's Main Street, the Doctors house Bloomfield is in beautiful Prince Edward County. This home has been called The Doctors House by most of it's old time residents as it was the home of Dr. Cahoon and his family for over 56 years. This historic 4 bedroom home with large yard is...
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    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Across The Bay1 / 16
    (4)Very good
    Bloomfield
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Private Yard
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2017
    First we were a little puzzled regarding the Location.......as it was not right in Bloomfield as advertised.........but than it didn't matter anymore since we had rented Vehicle...
    Reviewed August 7, 2016
    The place was very welcoming. Owner is very talkative, repond to every demand. Very socialble and welcoming.Everything was clean, neat, thoughtfull. linen was provided...
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    About this property
    Our house is perfect for two couples. There are two bedrooms on two separate floors. The main floor has a full kitchen, dining, living, bedroom with queen size bed and ensuite. The loft on the second floor has one queen size bedroom, a three piece bath and two big comfy chairs perfect for watching...
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    Bloomfield, Prince Edward County K8N 4Z1
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bloomfield
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the trees on the edge of the charming village of Bloomfield, you'll find this delightful century home aptly named County Escape on Corey. What could be better than a village retreat with Bloomfield shops, restaurants, and cafes only a few steps away? Even better yet, it's only a 10...
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    Bloomfield, Prince Edward County K0K 2L0
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Consecon
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Waterfront
    • Patio
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Image having your family at a waterfront cottage with a kid friendly beach, a 100ft private dock to park your boat and just a 2 min. boat ride to Wellers Bay`s hidden treasure of islands with white sandy beaches. Take the family out for an early morning fishing trip...people come from all over to...
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    Consecon, Prince Edward County K0K 1T0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Vacation Rental - Prince Edward County, ON1 / 18
    (2)Very good
    Bloomfield
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Washer
    • Satellite TV
    • Outdoor Dining Area
    • DVD Player
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2014
    We enjoyed our stay in Picton. The place was smaller than what the pictures showed with two bedrooms upstairs and one in the basement. It only have one bathroom and it was tight...
    Reviewed August 15, 2014
    We had a good stay. Clean 3 bdrm house with well- equipped kitchen and laundry facilities was perfect for our family. Rooms and bathroom were a but small, but fine for shirt...
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    About this property
    This charming three bedroom cottage bungalow is located at 26 Stanley Street in the quaint Village of Bloomfield, nestled in the heart of Prince Edward County, Ontario. It is conveniently located 10 minutes from the sandy beaches of Sandbanks Provincial Park, 10 minutes from wine sampling and tours...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 9
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    Bloomfield
    5 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Our unique cottage community is a perfect location for your County adventure, four seasons a year. Located between Wellington & Bloomfield in Prince Edward County, you will find a place of tranquility, creativity, hospitality & fun. West Lake Cottages is located on beautiful West Lake and is a...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 5 Bedrooms, 1 Bathroom, Sleeps 12
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    Two Bedroom Cottage on Lake Avenue Campground1 / 12
    (2)Excellent
    Cherry Valley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Air Conditioning
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2017
    I stayed 3 nights in a cottage and it was very nice.The cottage is big enough for my familly. 2 adults and 3 kids (6-9-12). It's clean fonctionnal and Ric the house keeper is a...
    Reviewed July 20, 2017
    This cottage is exactly as the pictures. Very clean and spacious with a queen bed and a bunk bed. It is located in a quiet camping directly beside the beach where kayaks are...
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    About this property
    This cottage located at Lake Avenue Park, an RV resort and campground can comfortably accommodate up to 6 guests with a maximum of 4 adults. Cottage Layout: There is a queen sized bed in the first bedroom, a twin over full bed in the second bedroom and a full size sofa sleeper in the living area....
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    Location Information
    Cherry Valley, Prince Edward County K0K 1P0
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Southside Suite1 / 16
    (5)Excellent
    Cherry Valley
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 2015
    Victoria was amazingly helpful. The suite was extremely clean and well equipped. We travelled with our two year old and two month old sons and the suite was perfect for our...
    Reviewed September 6, 2015
    The Southside Suite was everything we could ask for: It was quiet, spacious, clean and in a very convenient location (provided you have a car or are a good cyclist). We loved...
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    About this property
    This 1200 sq ft fully equipped suite is bright, spacious and private, in a tranquil country setting. Just 7 minutes to the spectacular Sandbanks Provincial Park beaches and dunes, it is a perfect base to explore the many activities Prince Edward County has to offer, like wineries, artist and...
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    Location Information
    Cherry Valley, Prince Edward County K0K 1P0
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our unique cottage community is a perfect location for your County adventure, four seasons a year. Located between Wellington & Bloomfield in Prince Edward County, you will find a place of tranquility, creativity, hospitality & fun. West Lake Cottages is located on beautiful West Lake and is a...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bloomfield
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dragonfield House was designed with a contemporary approach to country living. It is a three bedroom split-level home with all the amenities of a city home, yet nestled in the midst of a quiet and relaxing environment. Outside the home features a pool, a covered outdoor lounge space with a hot tub,...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Now taking reservations for the 2016 cottage season. Pricing varies depending on time of the season. Lots to do. Beautiful lake, salt water pool with splash pad, sports court, playground, canoes, kayaks, and a childrens program in the summer. It is located at the Cherry Beach Resort in Cherry...
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    Location Information
    Cherry Valley, Prince Edward County K0K 1P0
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    • Exchange rate: 1 Canadian Dollars = 0.83 U.S. Dollars
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