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Holiday houses in Winchester

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Top-rated holiday rentals in Winchester

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Guest favourite
The exterior of the house is depicted with warm wooden siding and expansive windows. A spacious upper balcony and lower patio area are visible, featuring outdoor seating. Lush green lawn and well-maintained shrubs surround the home, with trees providing additional greenery in the backdrop.
Home in Iroquois
4.84 out of 5 average rating, 138 reviews

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.

Top Guest favourite
Surrounded by lush greenery, a quaint retreat is framed by trees. Potted plants enhance the outdoor space, and a light-colored door invites entry. The exterior features a rustic wooden design, contributing to its charm within a peaceful natural setting.
Guesthouse in Chelsea
4.99 out of 5 average rating, 368 reviews

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

Top Guest favourite
A modern kitchen area features rustic wooden cabinetry and a sleek granite countertop. A stainless-steel refrigerator stands beside a sink, with light fixtures hanging above. The open space leads to a cozy living area in the background, where a spacious bed is visible through an entryway.
Farm stay in Summerstown
4.95 out of 5 average rating, 102 reviews

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.

Guest favourite
The exterior of the log cabin features a green metal roof and natural wood siding, complemented by snow covering the ground. The front porch is supported by wooden posts, with two chairs placed outside, inviting relaxation in the tranquil wooded surroundings.
Cabin in Merrickville-Wolford
4.95 out of 5 average rating, 271 reviews

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!

Top Guest favourite
A modern cabin is surrounded by a snowy landscape, with generous windows reflecting the soft light inside. Red outdoor chairs are placed on a patio, inviting guests to enjoy the serene environment. A chimney emits a gentle plume of smoke, indicating warmth within.
Cottage in Wakefield
4.97 out of 5 average rating, 622 reviews

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).

Top Guest favourite
A wooden dock extends into the water, featuring two Adirondack chairs facing the river. Behind, a modern home with a large window displays a Canadian flag and a unique barrel sauna. Lush greenery surrounds the setting, providing a peaceful atmosphere.
Cottage in Kemptville
4.84 out of 5 average rating, 104 reviews

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).

Guest favourite
A spacious heritage home is set amidst lush greenery, framed by stately trees. The exterior features a blend of stone and large windows, allowing natural light to illuminate the interior. A well-maintained lawn complements the inviting atmosphere of the property.
Home in Merrickville-Wolford
4.96 out of 5 average rating, 112 reviews

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

Top Guest favourite
Home in Morrisburg
4.9 out of 5 average rating, 264 reviews

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.

Top Guest favourite
The exterior of the home features a welcoming porch framed by wooden beams. A white railing surrounds the area, with a small seating arrangement positioned beneath it. The light grey siding complements the blue sky, creating a serene first impression.
Home in Winchester
4.96 out of 5 average rating, 190 reviews

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.

Top Guest favourite
Place to stay in Spencerville
5 out of 5 average rating, 115 reviews

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.

Guest favourite
Cabin in Waddington
4.92 out of 5 average rating, 109 reviews

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.

Top Guest favourite
A charming cabin is elevated on wooden stilts, surrounded by lush greenery. The structure features a welcoming porch with railings, framed by two large trees. Vibrant potted flowers line the ground, adding color to the natural setting. A staircase leads to the entrance, enhancing accessibility.
Treehouse in Maxville
4.92 out of 5 average rating, 130 reviews

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