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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Newington, Canada

4.92 out of 5 average rating, 357 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 and safe location for those seeking a road break or destination traveler's seeking the St Lawrence and its environs. Sit by a fire, take a hammock ride, listen to wind and and birds or watch the sky. Multi day guest have free use of kayaks and equipment. $50 cleaning fee per pet through extra fee request if necessary before arrival. Multi day guests have free access to kayaks and carrier.

Sep. 16 – 23

$111 CAD per night

Guest favourite

Guesthouse in Chelsea, Canada

4.99 out of 5 average rating, 109 reviews

Le Bijou

Magical retreat in the heart of Old Chelsea Village. Calm, private, yet steps away from our fine restos. La Nordik Spa is an 8minute walk 3 minute drive . Gatineau Park literally next door for hiking, biking, snowshoeing, skiing (downhill and 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

Feb. 2 – 9

$198 CAD per night

Guest favourite

Guest suite in South Glengarry, Canada

4.96 out of 5 average rating, 226 reviews

River Retreat

This is a 1,000 square foot apartment in an architecturally designed home. Walking upstairs to the apartment, guests will be in awe of the panoramic views of the St Lawrence River through the floor-to-ceiling windows. The kitchen is equipped with everything that you need for cooking and entertaining. The apartment has in-floor heating and AC throughout. Guests will enjoy a private waterfront backyard with a BBQ, fire pit and dock. Boat docking is sometimes possible to accommodate upon request.

Nov. 7 – 14

$243 CAD per night

Guest favourite

Treehouse in Chesterville, Canada

4.93 out of 5 average rating, 246 reviews

Tiny House Off-Grid Cabin & Wood Burning Sauna

Get away from the hustle at our off-grid oasis. A unique structure with a living roof. Pick your own veggies in our seasonal garden and cook outdoors with our wood fire earth oven or use the grill over a camp fire! Includes all cooking tools needed for a good meal. Cozy up in the cabin with your favourite book, take a walk on the trails, or heat up in our wood burning sauna. Hot water and Shower are seasonally in service from May 10th through to October 1st (depending on freezing temperatures)

Oct. 28 – Nov. 4

$210 CAD per night

Guest favourite

Cabin in Rockland , Canada

4.89 out of 5 average rating, 114 reviews

The Nest - Nordic style tiny cabin

All booked up? Check out our other listings in the same area! Discover serenity in our 10x10 off grid wood cabin, nestled amidst the forest. Reconnect with the your partner cozying up by the fireplace or sip on coffee with a friend for a retreat. Savour the beauty from our hammock chairs on the porch or recline and relax on our loft net. Enjoy the glow of the campfire and wake up in our king size bed overlooking the trees. It's time to slow down and do less. Let moments become memories.

Jan. 15 – 22

$203 CAD per night

Guest favourite

Home in Morrisburg, Canada

4.92 out of 5 average rating, 201 reviews

StoneCropAcres Winery and Vineyard Guest Home

Our home is located at our StoneCropAcres Winery and Vineyard. Please check the Winery's website stonecropacres.ca 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, the llama ranch across the road 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.

Oct. 31 – Nov. 7

$302 CAD per night

Guest favourite

Home in Winchester, Canada

4.95 out of 5 average rating, 108 reviews

CUTE Tiny House + 2 BR + 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-bedroom 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. Check us out at theloftynest dot ca.

Oct. 26 – Nov. 2

$193 CAD per night

Guest favourite

Cabin in Wakefield, Canada

4.93 out of 5 average rating, 632 reviews

The Wakefield Treehouse

We hope to fulfill your treehouse fantasy. The treehouse is a unique minimalist experience for those seeking quiet solitude in the Gatineau hills. Includes all the amenities of home to offer the most comfort in all seasons. Walking distance from Le Belvedere wedding reception centre. One of a kind hand hewn log treehouse is an inspiring and tranquil nature retreat. Establishment CITQ number: #295678

Sep. 11 – 18

$210 CAD per night

Guest favourite

Cottage in Saint-André-Avellin, Canada

4.92 out of 5 average rating, 163 reviews

Cheerful 1 bedroom cottage (GST & PST included)

Kick back and relax in this calm, stylish 700 square feet built in 2021, that can accommodate 4 people. Expansive lake view from deck and outdoor patio cozy chairs overlooking the lake. Everything you need to make yourself feel at home. GST and PST included in the price per night! Self check-in with keypad. Free cancellation if done 5 days before the arrival date. Committed to enhanced clean.

Feb. 11 – 18

$153 CAD per night

Guest favourite

Barn in Potsdam, New York, US

4.99 out of 5 average rating, 144 reviews

The Coop at Laing Family Farm

The Coop at LFF is a small and cozy cottage that sits on our 220 acre certified organic farm. It has a kitchen and living area, bedroom and full bath. There is Roku TV and Free WIFI. Enjoy hiking, snowshoeing or cross country skiing the trails around our farm. Relax in the rocking chairs on the porch. The fire pit in the front yard is perfect for s’mores or to stay warm while star gazing.

Jun. 10 – 17

$130 CAD per night

Guest favourite

Guest suite in Dunrobin, Canada

4.99 out of 5 average rating, 151 reviews

Tranquil Getaway on the Ottawa River

Welcome to River Edge. Our studio suite is sparkling clean, elegant and ready for you. Enjoy up close, the peaceful view of the Ottawa river and the Gatineau hills. Just 40 minutes from downtown Ottawa, our neighbourhood is one of the best kept country-living secrets of the NCR. River Edge is best suited to guests who prefer tranquility, peace and restful quiet.

Jan. 26 – Feb. 2

$121 CAD per night

Guest favourite

Cottage in Clarence-Rockland, Canada

4.99 out of 5 average rating, 131 reviews

Dawsons Landing-Waterfront retreat 30min to Ottawa

Hello, Welcome to Dawson’s Landing, a waterfront cottage retreat located 30 minutes from Ottawa and a little less than 2 hours from Montreal. The home offers a fully equipped kitchen, two bedrooms with queen size beds, and lots of open space for watching TV, reading a book or just surfing the web while enjoying the beautiful sunrises and sunsets.

Mar. 3 – 10

$217 CAD per night