Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Superhost

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

4.76 out of 5 average rating, 131 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 living area is shown, featuring light-colored walls and wooden flooring. A sectional couch is positioned against one wall, while a dining table with four chairs stands nearby. Soft lighting is provided by recessed ceiling lights. Decorative plants and artwork enhance the space.

Home in Russell

4.77 out of 5 average rating, 52 reviews

2Bedroom Basement Suite near Calypso Private Entry

Enjoy the serenity this spacious 2-bedroom basement suit with private entrace has to offer you and your family. Located in the Embrun, East of Ottawa, this is an amazing great location for you and family with lots of room. The spacious living room has a sectional, a TV with various apps, Netflix, dining section and kitchenette with a microwave, refrigerator, coffee maker and toaster. Close to central stores and restaurants, The suite has central air conditioning and heat and Free WIFI internet

Top guest favorite

A cozy bedroom is highlighted by a plush queen-sized bed, adorned with soft linens and a decorative throw pillow. Two bedside lamps provide warm light, while floral artwork hangs above the headboard, enhancing the serene feel of the space.

Apartment in Kemptville

5 out of 5 average rating, 25 reviews

Road trip Luxury Private Guest Suite off 416

Our super clean cozy private entrance guest suite just off the 416 in the quaint small town of Kemptville (20 min from Ottawa) can often host last minute bookings. The suite is separated from the rest of the house by a locked door and there are no shared spaces. The self contained suite has a queen-sized bed, 2 TVs, couch, chair, desk, mini-fridge, microwave, coffee-maker. On the main level of a bungalow. Not in a basement! 10 foot ceilings, tons of light! Must have car, no uber, no transit.

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, 494 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 well-lit entrance features a decorative front door with a glass pattern, complemented by a small bench and shoe rack. The tile floor extends throughout, while beige walls provide a neutral backdrop. Natural light filters in, enhancing the welcoming atmosphere of the entryway.

Guesthouse in St. Albert

4.96 out of 5 average rating, 26 reviews

1 Bedroom Furnished Guest House

Discover the perfect blend of comfort and convenience in our smoke-free guest house attached to our home. This furnished space features: - Free Parking - Internet Access - Cable TV: For your entertainment. - Washer/Dryer: In-unit laundry. - Complete Kitchen: fridge, stove, and microwave - Queen Size Bed - Private Entrance - Patio: Extend your living space outdoors with access from both the bedroom and living room. - Generac Generator: Peace of mind with a reliable backup power source

Top guest favorite

A vibrant sunset illuminates the sky with shades of orange and pink, reflecting on the calm water. A boat is docked at the edge of the water, with the serene landscape framed by trees in the background.

Cottage in Kemptville

5 out of 5 average rating, 35 reviews

Rideau River Getaway Waterfront 30min to Ottawa

Welcome to the Rideau River Getaway! A serene 4-season retreat just 30 minutes from Ottawa. With breathtaking sunset views, a 70-foot dock, outdoor kitchen, and Starlink WiFi, it’s the perfect escape for families, couples, and friends. Enjoy kayaking, paddleboarding, fires by the water, and hikes right across the river. Inside, relax in a newly renovated home with luxurious touches, top-tier appliances, and space for up to 8 guests. Peaceful, private, and packed with charm.

Top guest favorite

A two-story house is illuminated softly in the evening light, highlighting its brick facade. A well-maintained lawn with potted flowers frames the entrance. A vehicle is parked in the driveway, with large windows allowing a view of the home's interior.

Apartment in Manotick

4.89 out of 5 average rating, 63 reviews

Apartment with Big Lounge

Welcome to our stylish 1-bedroom apartment , featuring a spacious living room perfect for relaxation or entertaining. The open layout includes a cozy kitchenette equipped with all the essentials. A dedicated office desk is perfect for remote work or study. Located in a quiet neighborhood, this bright and modern space is ideal for couples, solo travelers, or business stays. Enjoy comfort and convenience while staying close to local attractions, restaurants, and sightseeing!

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, 176 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.

Top guest favorite

Home in Morrisburg

4.91 out of 5 average rating, 253 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 favorite

An open-concept living area is illuminated by recessed lighting, featuring a dining table with four cushioned chairs. A spacious seating arrangement is visible in the background, alongside a fireplace, framed by neutral-colored walls and natural wooden accents. Greenery adds a touch of vibrancy to the space.

Home in Manotick

4.94 out of 5 average rating, 211 reviews

Spacious Walk-Out Basement with Scenic Views

Spacious, private walk-out basement with a separate private entrance. The basement includes a large living room, dining area, kitchenette, bedroom + ensuite bathroom (includes standing shower and bathtub), walk-in closet, and patio area. Access to WiFi, TV (shows+movies), mini fridge, microwave, hot water kettle, air fryer, coffee maker, countertop flat burner, & toaster. Located close to highway 416, Manotick Downtown, and Barrhaven Marketplace.

Top guest favorite

A modern living area showcases a light-colored sofa positioned near a cozy bean bag. Natural wood accents are visible in the dining area, featuring a round table surrounded by dark chairs. Soft lighting highlights the open space, contributing to a bright and airy feel.

Apartment in Ottawa

4.98 out of 5 average rating, 101 reviews

Whispering Timber Suite

Enjoy the peaceful calm of being surrounded by nature in Whispering Timber suite. You'll have exclusive access to the in-law suite of our home, complete with a bedroom (queen size bed), a sofa bed, a full bathroom and a small kitchen. The suite is located at the back of the home with it's own exterior entrance. Extra towels, sheets and comforters are provided, along with dishes and cookware in case you want to make a meal.

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, 180 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!