Some info has been automatically translated. Show original language

Vacation rentals in Winchester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A balcony extends from the loft, featuring wooden flooring and a shade awning above. Two black chairs are positioned along the railing, offering views of the surrounding farmland under a clear blue sky.
Apartment in Ottawa
4.97 out of 5 average rating, 215 reviews

Walk 2 OLRT & Hard Rock, mins to airport & EY Ctr

A one-of-a-kind stay; this cozy loft nestled inside a converted airport hangar has rustic charm, curved ceilings, & wide-open views. It offers the perfect blend of character & convenience. Relax on the balcony & watch stunning sunsets, explore the open space, or hit the nearby trails for a walk or bike ride. Enjoy Starlink Wi-Fi, AC, a dedicated workspace, and a stocked pantry. Just 7 minutes from the airport & EY Centre, 2 mins. from the Hard Rock & Casino, golf course, & 20 mins. to downtown.

Top guest favorite
A secluded guesthouse is shown, featuring a rustic exterior with grey wood siding and a vibrant red door. A path leads to the entrance, complemented by a welcome mat and a recycling bin. Flowering plants add a touch of color to the outdoor space.
Guesthouse in Newington
4.92 out of 5 average rating, 538 reviews

Trees, open spaces, and the milky way at night

8 min. from 401 & St Lawrence River, at Ingleside, pet friendly, secluded studio guesthouse, tranquil, safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, listen to wind and birds or watch the sky. $50 cleaning fee per pet through extra fee request if necessary before arrival. There is no reliable internet but good cell coverage available; the smart tv can tether to your own device and streaming service provider.

Top guest favorite
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
4.94 out of 5 average rating, 105 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.

Top guest favorite
The cabin is surrounded by tall trees in a natural setting. A spacious deck is visible, providing a space for outdoor seating. The sloped green roof adds a rustic charm, while the gravel pathway leads to the entrance, emphasizing the peaceful atmosphere of the woodland property.
Cabin in Potsdam
4.97 out of 5 average rating, 260 reviews

Riverside Cabin & Nature Trails

Enjoy our 160 acres in a private natural setting. Owls, trout, heron, osprey, mergansers and the occasional loon will add to your stay. There are over 4 miles of private trails for hiking along the river and in the woods. Kayaks & fishing poles provided. Enjoy a romantic riverside fire-pit, professional massage table & new Finnish wood fired sauna. We sanitize everything 110% before your arrival and offer self check in. We celebrate diversity and welcome people from all communities.

Top guest favorite
The open concept interior features large windows that allow natural light to fill the space. A stone fireplace is centered in the cozy sitting area, surrounded by comfortable seating and a dining table with white upholstered chairs. Warm wood accents complement the inviting atmosphere.
Chalet in La Peche
5 out of 5 average rating, 117 reviews

Le Stonybreck: Modern Wakefield Chalet Getaway

Beautiful, newly built and fully equipped luxury chalet. Located at La Pêche (Edelweiss) just 25 minutes from downtown Ottawa close to the quaint village of Wakefield. This four season chalet is a perfect getaway for any occasion, gathering, or quiet relaxation. Great for outdoor recreational activities. Surrounded by trees and overlooking a large pond. Fire pit to keep you warm on any night. Vegetable garden to pick and eat your own fresh veggies in the summertime.

Guest favorite
A rustic log cabin is set among greenery, featuring a sloped roof with metal panels and a welcoming front porch. Large windows provide natural light, while a gravel pathway leads to the entrance. Surrounding grass and dandelions complete the peaceful rural setting.
Cabin in Merrickville-Wolford
4.95 out of 5 average rating, 275 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 favorite
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).

Top guest favorite
Home in Morrisburg
4.9 out of 5 average rating, 269 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.

Guest favorite
The A-frame chalet is set against a backdrop of vibrant autumn foliage. Its striking black exterior contrasts with warm wooden accents. A large glass front showcases an inviting interior, while a stone terrace framed by fallen leaves adds to the natural ambiance.
Chalet in Val-des-Monts
4.96 out of 5 average rating, 161 reviews

Les Refuges des Collines – Gatineau Park

On the shores of a lake, Parc de la Gatineau is a superb A-frame chalet perfect for disconnecting from the city while being ideally located to allow you to enjoy all that the Gatineau/Ottawa tourist region has to offer. Our mini-chalets are equipped to allow you to relax with their hot tub or to telecommute in their office equipped for this purpose. Our chalets will be a place you'll be eager to return to, as you'll feel at home here.

Top guest favorite
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, 192 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 favorite
An inviting exterior view of the property features a wooden deck adorned with soft lighting. A covered seating area includes a small table and chairs, enhancing the outdoor space. Lush greenery surrounds the home, creating a tranquil setting for relaxation.
Place to stay in Spencerville
5 out of 5 average rating, 119 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.

Top guest favorite
A modern kitchen features white cabinetry and a wood countertop. Stainless steel appliances include a refrigerator and a range with an oven. Subway tiles provide a clean backsplash. Open shelving displays small kitchen items, contributing to the organized appearance.
Vacation home in Kemptville
4.91 out of 5 average rating, 131 reviews

Boathouse Café Airbnb

Getaway at our stylish and open concept airbnb just steps from the Rideau River. Our Airbnb boasts views of the Rideau locks from the front, and of our 6 acre property from the back. Take our canoe or paddle boards out on the river, enjoy a campfire under the stars, hike the nearby trails, or go exploring in the nearby town of Merrickville. Enjoy your own private courtyard with dining table, BBQ, and lots of privacy.

Popular amenities for Winchester vacation rentals