
Holiday houses in Winchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.

Relax on Butternut Bay
Breathtaking views of the St. Lawrence Seaway from this river side house among mature trees, lawns and perennial gardens. Three bedrooms, one with on-suite bathroom, in total sleeps 8 with two double beds, a queen bed, a double sleeper sofa bed and a set of bunk beds. 2 full kitchens w/gas stoves, family room w/walk-out to patio & BBQ. Living and dining area with walk out deck. The shared beach is good for Swimming, canoeing, fishing in Butternut Bay. Watch cargo ships navigate the river.

The Jewel
Magical retreat in the heart of Old Chelsea Village. Calm, private, yet steps away from our fine restos. Le Nordik Spa is an 8 minute walk, 3 minute drive . Gatineau Park literally next door for hiking, biking, snowshoeing, skiing (downhill+cross country), swimming, skating, canoeing, kayaking, paddleboarding or just wandering around in the glorious woods . Your view looks out over our historic graveyard, so yeah, the neighbours are quiet, and oh – did we mention the waterfall? CITQ # 309902

Unwind in the Countryside at Fraser Creek Farm
Unwind in the countryside of South Glengarry. Our location is close to Ottawa, 124 km SE, and Montreal, 81km West, 20km east of Cornwall and 10km south of Williamstown. Embrace the peace and beauty of the orchard during the spring, summer or fall. Breathe in the refreshing winter air. This is our home property, you may see children exploring with one collie, chickens free ranging and waking to a rooster. Ideal for fishermen who want the St. Lawrence River. We start pizza in Spring ‘24.

Cottontail Cabin with Hot Tub and wood fired Sauna
Cottontail Cabin, nestled on 22 acres of serene woods! This is the perfect retreat for those seeking a relaxing and rejuvenating getaway in the heart of nature. The cabin is fully equipped with all the amenities you need to make your stay comfortable and enjoyable. With 2 bedrooms and a pull out couch, the cabin can accommodate up to 6 guests. The cabin features infloor heating and a woodstove to keep you warm and cozy. We have a full-size hot tub and a wood fired sauna!

The Meadow
Welcome to our modern countryside cabin located on a 2 acre lot in Wakefield, Quebec. Come relax and recharge for a few days while taking advantage of nature and the cozy interior with fireplace. There is plenty to do nearby: discover the Wakefield village, its restaurants, boutiques, farms, the Gatineau Park, the Nordik Spa, Eco-Odyssee, the nearby golf courses and ski hills, etc. (CITQ Permit #298430. We pay all Sales and Income taxes to the prov/fed governments).

Rideau River Retreat - Waterfront Home
Relax with the whole family at this peaceful all-season home on the Rideau River, only 30 minutes from the heart of Ottawa and 5 mins to Kemptville. Take in the river view while relaxing inside our Cedar Barrel Sauna or sipping morning coffee on the dock. Easily explore the neighbouring towns of Manotick and Merrickville or boat, fish, kayak, or canoe in the middle of the largest stretch of the Rideau River (46km of open water from Manotick to Burritts Rapids).

Heritage Stone House & Spa on the Rideau Canal
Experience heritage and relaxation! Stay in this beautifully renovated 1827 stone home on the Rideau Canal, accommodating up to 14 guests. Enjoy kayaking to Merrickville, book farm experiences nearby, or unwind in our new sauna and cold plunge. Watch boats glide by from the deck, soak in the serene setting, and make memories with friends and family. Pets welcome ($25 fee). *NEW - Massage from RMT as well as Manicures & Pedicures - message us for more info

StoneCropAcres Winery and Vineyard Guest Home
Our home is located at our StoneCropAcres Winery and Vineyard. Please check the Winery's website stonecropacres for Winery hours of operation. Our Guest Home is a country style, spacious, bright and clean home with wonderful views of the rural surroundings including our vineyard, farm fields, and the apple farm just around the corner. Both the Guest Home and the Winery are wheelchair accessible and there is an electric medical bed available for use.

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa
Welcome to The Lofty Nest! Located 30 minutes south of Ottawa (Canada's Capital City) in the intimate village of Winchester. This 2-bed Century home was gutted and lovingly restored, using reclaimed materials, sweat and love. Visiting for work, play or just the experience of living in a tiny house, the Lofty Nest will charm you with its 'Instaworthy' decor and hotel standards. Perfect for 1 or 2 guests; can accommodate up to 4.

Honeybee Haven - Dog Friendly, Free Parking
Escape to a cozy, dog friendly haven, perfect for embracing the magic of the spring season. Nestled in a picturesque landscape, our property offers all the comforts you need for a memorable stay. Whether you’re here for adventure, romance or relaxation, Honeybee Haven is your ultimate getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Waddingtons Getaway!
This rustic Cabin is located on Big Suckerbrook in the Village of Waddington, just a few miles from where the Bassmasters is hosted! There is dock access, kayaks and canoe for use and swimming! This is the perfect fishermen, family or friend get away! With the cabin sitting a mile off the highway it makes for a very peaceful stay.

Chalet
Located a few minutes from Highway 417 between Ottawa and Montreal and 30 minutes from Cornwall, this great cottage nestled among the trees will enchant you at first glance! Newly furnished and meticulously decorated, this cottage is the perfect place to get away and relax in the heart of nature!
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester

Stonebridge Golf Nest

HistoricTrain Depot-Cozy & Centrally Located

All off grid!

Rideau River Getaway Waterfront 30min to Ottawa

Seaside Bungalow with amazing views

Cozy Waterfront Getaway

Stay Above The Village Pantry - Suite 2

2 bedroom suite
Destinations to explore
- Tuckahoe Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Mont Cascades
- Camp Fortune
- Edelweiss Ski Resort
- Carleton University
- Canadian Museum of Nature
- University Of Ottawa
- Omega Park
- Golf Le Château Montebello
- Canadian War Museum
- Casino Du Lac-Leamy
- Canadian Museum of History
- Ski Vorlage
- Td Place Stadium
- Parc Jacques Cartier
- Ottawa Art Gallery
- Nigeria High Commission
- Britannia Park
- Shaw Centre
- Parliament Buildings
- Dow's Lake Pavilion
- The Ottawa Hospital
- National War Memorial
- Rideau Canal National Historic Site
- Canada Aviation and Space Museum




