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Wellington Holiday Rentals

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    Travellers to Wellington are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 29 Rentals in Wellington
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    Tranquil, waterfront cabin in Wellington1 / 30
    (30)Excellent
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The Summer House Vacation Retreat ~ Your home in Prince Edward County1 / 10
    (12)Excellent
    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Wellington
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Studio de Village1 / 11
    (4)Very good
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2017
    Great location as you can walk to the restaurants and shops. The Studio is very charming. We loved all the personal touches (the books, the fly-winding desk, etc). Our only...
    Reviewed 18 September 2017
    This was the perfect accommodation for my wife and I . Nice and clean. Had pretty much everything we needed. We just added the food. Only "complaint" (not really a...
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    About this property
    Studio de Village is a cozy pet friendly, one bedroom home located on a side street in the lakeside village of Wellington yet conveniently close to all the amenities of this charming community, and it's centrally located for touring Prince Edward County and visiting the Sandbanks. Charming Studio...
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    Wellington, Prince Edward County K0K 3L0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chez Somm1 / 27
    (1)Very good
    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    Stayed at Chez Somme one week mid July. The house is story and half with all three bedrooms on top floor. Small bathroom (with shower) also on top floor with a larger bath off...
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    About this property
    Enjoy your vacation in comfort while enjoying the charming & historic lakeside village of Wellington. This three bedroom 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...
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    Wellington, Prince Edward County K0K 3L0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wellington
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Days is steps from Wellington beach, boardwalk, and harbour as well as the village downtown. This Gothic Revival century home is nestled in with other period homes and provides a special spot to enjoy your down time in Prince Edward County. The kids will love the above-ground pool and the...
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    Wellington, Prince Edward County K0K 3L0
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wellington
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Private Lower Level Suite is located directly on the shore of Lake Ontario. Backs onto a small parkette with stairs for Lake access to swim. Located on a cul-de-sac that is quiet in a small enclave of executive homes. The Suite is 1700 sq ft with elegant and super comfortable appointments, a...
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    Wellington, Prince Edward County K0K 3L0
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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 Garden
    • Parking
    • Outdoor Dining Area
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    See also Wellyside Suite on Trip Advisor. Welcome to Prince Edward County and to Beachside Suite. Located in the picturesque village of Wellington, on the shores of Lake Ontario, is this newly renovated loft-style suite nestled on the second floor of our converted barn. Perfect for a couple’s...
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    Wellington, Prince Edward County K0K 3L0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Prince Edward County and to Wellyside Suite. Located in the picturesque village of Wellington, on the shores of Lake Ontario, is this newly renovated loft-style suite nestled on the second floor of an 1870’s home. Perfect for a couple’s private getaway or an individual’s retreat, the...
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    Wellington, Prince Edward County K0K3L0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    West Lake Cottage on Twin Birch Property1 / 12
    (1)Excellent
    Wellington
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Terrace
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2016
    This property has everything you need! We had a wonderful two night stay at this cottage. Everything you need and so, so clean! It is a beautiful spot in walking distance to...
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    About this property
    A small little cottage with a great view towards West Lake, queen bedroom, second room as the sitting area. Sofa with chaise lounge . A fully equipped kitchen, a great furnished deck with a privacy corner rounds the perfect get away. Walking distance to fine dining, public beach and a multi-use...
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    Wellington, Prince Edward County K0K 3L0
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The following rentals are within 15 kilometres of Wellington.
    Beautiful Lake House in Prince Edward County1 / 28
    (5)Excellent
    Ameliasburg
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Washer
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    The Location is amazing -on the lake with beautiful views. This is a large family Friendly Cottage with all the amenities and lake front hot tub. Saima was an amazing host with...
    Reviewed 1 September 2018
    The place was beautiful. Stayed there with my family and we had a very comfortable stay. Gorgeous views, clean and fully equipped, and lovely rooms with very comfy beds! Even...
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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Across The Bay1 / 32
    (5)Very good
    Ameliasburg
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Private Garden
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2018
    Our reservation was for two couples and we enjoyed this spot very much. Clean and comfortable, good air conditioning, lovely to sit out and barbecue under the roofed in porch...
    Reviewed 3 July 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...
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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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    Ameliasburg, Prince Edward County K8N4Z1
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Prince Edward County 4 Bedroom House Bloomfield Dr House1 / 19
    (6)Excellent
    Bloomfield
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    Beautiful home in Bloomfield for a girlfriends getaway. Very spacious and well equipped.Lovely bottle of wine, cheese and delicious coffee left for us on our arrival...
    Reviewed 19 June 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...
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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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Bloomfield
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    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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    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Waterfront 3 Bedroom Cottage by Sandbanks1 / 11
    (12)Very good
    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • DVD Player
    • Terrace
    • Balcony
    • Children's Pool
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2019
    We made a long weekend out of Father’s Day and had such a great time. Weather was great and it was so great to have our own private dock to enjoy. Water was perfect and...
    Reviewed 21 February 2019
    Booked for a 4-day weekend and wish it could have been a much longer stay. Cottage is well stocked with everything you need, very clean and comfortable. The view off the dock...
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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 spring, 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 Cherry Beach Lane 68 is a great time to visit....
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    Cherry Valley, Prince Edward County K0K 1P0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Bloomfield
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Cable/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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    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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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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    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 12
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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
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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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    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cherry Valley
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home (Trillium House) is a beautifully restored 6 bedroom heritage farmhouse circa 1811. It is located on a quiet country road surrounded by farmer's fields with a view of East Lake in Prince Edward County. We are perfectly situated in the heart of Prince Edward County wine country within...
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    Cherry Valley, Prince Edward County K0K 1P0
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Waterfront
    • Patio
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    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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy the best of both worlds - a spacious family friendly home with beautiful perennial gardens plus Bloomfield shops and cafes at your doorstep. And this four bedroom century home will provide a central location for your holiday explorations too. You're within 10 minutes of the Sandbanks...
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    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Bloomfield
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
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    • Waterfront
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is located within the Cherry Beach Resort in beautiful Prince Edward County. It has over 45 acres of picturesque waterfront property with an additional 1,200ft of sandy beach. It is within 10 minutes drive to Sandbanks Provincial Park and the town of Picton. High-speed INTERNET and a...
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    Cherry Valley, Prince Edward County K0K 1P0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Cherry Lane Campground & Cottages- Cottage #11 / 5
    (1)Excellent
    Cherry Valley
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2019
    My family and I spent three days here. Our first impression was simply wow! We stayed in Cottage 1 right on the waterfront of East Lake. The fire pit is right next to the beach...
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    About this property
    Three waterfront cottages located in Cherry Lane Campground & Cottages, 10 minutes from the beautiful Sandbanks beach! Cottage #1 is our newest cottage located on the beautiful waterfront of East Lake. All cottage have a deck facing the East Lake shoreline The cottages are equipped with Satellite...
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    Cherry Valley, Prince Edward County K0K 1P0
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cherry Valley
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    If you're seeking a quiet setting surrounded by nature, Harry's Hollow is the place for you. This very private and unique 'Off-Grid' country cabin is the vacation home of Harry the dog and your pooch is welcome here too. The solar powered cabin features a spacious open concept eat-in kitchen plus...
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    Cherry Valley, Prince Edward County K0K 2T0
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Bloomfield
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to 504 Bloomfield! Located on the outskirts of Bloomfield in the heart of Prince Edward County, this comfortable four bedroom vacation home provides plenty of space and a central location for your holiday adventures. Relax on the back deck overlooking the spacious yard or challenge someone...
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    Location Information
    Bloomfield, Prince Edward County K0K 1G0
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cherry Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hernhutt, a ten acre country property, is the perfect spot for some rest and relaxation yet it's only a short drive to local beaches and the wineries on the 'Golden Mile' of Closson Road. It offers breath taking views of the countryside and plenty of outdoor space to enjoy the natural surroundings....
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    Cherry Valley, Prince Edward County K0K 1P0
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Meraki County Suites1 / 11
    (1)Excellent
    Ameliasburgh
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Central Heating
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 November 2018
    We were visiting the county and booked with Vicki and Dean in the Meraki County Suites. The room was super comfortable and so quiet. They served fresh baked bread and local...
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    About this property
    Begin your tour of Prince Edward County at Meraki County Suites. The word 'meraki' means 'to do something with soul, creativity, or love', and that is how we've created our guest suite. Open year-round. Located in the peaceful countryside of Ameliasburgh, you can watch beautiful sunsets out your...
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    Ameliasburgh, Prince Edward County K0K 1A0
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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