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 favorite

A modern apartment is situated within a light blue two-story house featuring a sloped roof. The entrance is marked by a white door to the left, complemented by a spacious front porch with white railings. A paved driveway extends in front, providing ample parking space.

Apartment in Embrun

4.82 out of 5 average rating, 120 reviews

Modern Aptm Embrun near Calypso. Bedroom TV Wifi

Entire modern Apartmt at Embrun. All you need to take a break, rest, work, visit or else. Located 35mn drive from Downtown Ottawa. 10 mn drive to Calypso Limoge. Pool onsite. Walking distance from Pizza Hut & other restaurants. Has 1 BR (Queen size bed), has a sofa bed for 1 extra person & air mattress (2 adults) in the living room. Have fun with your family at this stylish place. Offers wifi / Smart TV / NetFlix & Prime / Fridge/ Microwave oven/ Air fryer toaster oven/ Eating or working area.

Superhost

A spacious king size bed with soft bedding is positioned against a wall with three large windows above. Two lamps on either side of the bed provide gentle lighting, complemented by a ceiling fan and a serene view of the surrounding outdoors.

Bungalow in Kemptville

4.91 out of 5 average rating, 101 reviews

South Suite - at Abbott Road Suites

Beautiful 600 square foot suite, in an executive bungalow, totally private without any shared areas. King size bed, walk in slate shower, private entrance. Tastefully furnished with Egyptian cotton bedding, a couch, reclining chair, plus dining table and chairs. Fridge, freezer, microwave, cooktop, convection oven, coffee maker, kettle, with all dishes,cutlery and cookware provided. A beautiful view of the quiet, rural property. 5 minutes to downtown Kemptville. Access to a washer/dryer too!

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

4.91 out of 5 average rating, 482 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

The modern chalet is surrounded by greenery, showcasing a blend of wood and stone features. A covered terrace with red chairs overlooks the grounds, while a chimney rises from one side. The building is set on a grassy area, providing a peaceful and natural setting.

Cottage in Val-des-Monts

4.99 out of 5 average rating, 129 reviews

Cottage Edelweiss Luxury/Spa/Ski/Nature

Welcome to the luxurious Chalet de la Colonie. Unique, peaceful, spacious and newly built place. View of the mountains and Lake St-Antoine, 30 minutes from the National Capital of Ottawa. Very modern and clean Swiss chalet style. A multitude of activities a few minutes away: skiing, spa, hiking, tubing, golf, horseback riding, nautical activities. 10 minutes from: Edelweiss ski resort, Edelweiss golf course, Caverne Laflèche, Éco-Odyssée, Captiva horse riding. 15 minutes from Wakefield.

Superhost

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, 134 reviews

Relax on Butternut Bay

Breathtaking views of the St. Lawrence Seaway from this Lake-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 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 favorite

The cottage is set against a backdrop of trees, illuminated by soft lighting from the large windows. A pathway meanders through the landscaped garden, leading to a cozy outdoor fire pit. The night sky, filled with stars, adds to the tranquil atmosphere.

Cottage in Wakefield

4.99 out of 5 average rating, 220 reviews

The Waterfront

Welcome to our waterfront cottage nestled in a quiet area of Wakefield on a 2 acre property. The two level 1,800sf cottage has been carefully designed to integrate with nature with large floor-to-ceiling windows throughout. Come relax and recharge in nature. Plenty of activities to do: swim from the dock, canoe/kayak, fish, bike, golf, ski, explore the Gatineau Park, the Nordik Spa, etc. (CITQ#304057. We pay all Sales and Income taxes to the Provincial / Fed governments)

Top 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

4.98 out of 5 average rating, 212 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 welcoming living area is observed with a sectional gray sofa and an accent chair in turquoise. A small coffee table is situated in front of the sofa, and a decorative area rug adds warmth to the space. Natural light is provided by large windows.

Home in Winchester

4.96 out of 5 average rating, 172 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. Check us out at theloftynest dot ca.

Guest favorite

Home in Morrisburg

4.9 out of 5 average rating, 250 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

A serene view of the river at sunset, with vibrant colors reflected on the water's surface. Several kayaks in various colors are lined up on the grassy bank, surrounded by lush trees that frame the scene.

Cottage in Chase Mills

4.91 out of 5 average rating, 138 reviews

Lazy River Cottage

This well loved family-friendly river cottage is ready for you. The river is just steps from the house with breath taking views and sunsets to remember. Great fishing from the waterfront and dock. Enjoy a fire in the fire pit near the shore. The water is wonderful for those swimmers in your family. There are paddle boats and kayaks in season. Conveniently located close to St. Lawrence University and Clarkson.

Guest favorite

The modern home features an inviting wooden deck leading to an entryway with large windows. A red metal roof complements the dark exterior. Surrounding the house, tall trees add to the serene setting, while a well-maintained lawn extends before the structure.

Cottage in Ottawa

4.89 out of 5 average rating, 172 reviews

Beautiful Waterfront Home by the Rideau River

Escape to a serene 3-acre waterfront retreat on the beautiful Rideau River, just 30 minutes from Ottawa. Modern home with 400 feet of shoreline, situated next to Baxter Beach and the scenic trails of the Rideau Valley Conservation Area, it’s the perfect spot for outdoor enthusiasts. Riverside patio, complete with a fire pit and BBQ, as you take in stunning sunsets and the peaceful surroundings. A heavenly getaway!

Guest favorite

An aerial view of the treehouse reveals its unique design, elevated on sturdy log pillars. The exterior features a modern metal roof and a green wood panel accent. Surrounding trees enhance the natural setting, creating a serene retreat atmosphere.

Cabin in Wakefield

4.93 out of 5 average rating, 772 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