Holiday houses in Winchester Springs

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Top-rated holiday rentals in Winchester Springs

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

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Top Guest favourite
The living room features plush seating arranged around a central coffee table. A large TV is positioned on a wooden stand. Natural light filters through the windows, complemented by neutral-colored curtains, while a ceiling fan hangs above for air circulation.
Home in Waddington
5 out of 5 average rating, 17 reviews

Relax, fish, boat, BBQ enjoy

Forget your worries in this spacious and serene space. This 3 bedroom 2 full bath house is perfect for the family getaway or a group of fishermen as well as sightseeing or an overnight stay along your travels. BBQ on the porch, enjoy the fire pit, go canoeing, fishing or kayaking in the backyard with access to the St Lawrence River from Little Sucker Creek, you will be minutes away from the Waddington docks with plenty of room to park your boat right in the driveway, it’s a fishermen’s dream.

Top Guest favourite
A bright dining area is surrounded by large windows offering views of the waterfront. A round table is surrounded by six upholstered chairs, while natural light fills the space, highlighting the wooden ceiling and flooring.
Home in Manotick
4.95 out of 5 average rating, 107 reviews

The River Retreat on the Rideau

Discover the charm of The River Retreat on the Rideau River, just outside of the quaint town of Manotick, Ontario and 30 minutes from downtown Ottawa, the Capital of Canada. It is the perfect blend of organic design, modern features and breathtaking views. Enjoy the beautiful and colourful sunsets at this unique waterfront property. This vacation home has everything you need and more for an incredible getaway with a group of friends, family gatherings, a business trip or corporate retreats.

Guest favourite
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, 556 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.

Superhost
Home in Iroquois
4.86 out of 5 average rating, 7 reviews

Escape to Country Comfort

Welcome to your perfect getaway! Nestled in a peaceful countryside town, our spacious modern home offers the ideal blend of comfort and luxury. Relax in the private hot tub, unwind in the beautifully designed interior, and soak in the beauty of nature from the large backyard — perfect for morning coffee at sunrise or evening wine under a sky full of stars. With panoramic views of both sunrise and sunset, this is a retreat you won’t forget. Perfect for a romantic escape, or family retreat.

Top Guest favourite
Home in Ottawa
4.97 out of 5 average rating, 35 reviews

Private Guest Suite in Kemptville | Snack bar

Enjoy a refined, modern private suite designed for comfort and privacy. Fully separated from the main home by doors, you’ll have your own bedroom, full bathroom, and cozy lounge: • Private entrance • Ultra-comfortable queen bed • Coffee & tea station • Fast Wi-Fi • Steamer + iron with board • Thoughtful essentials • 85" Smart TV (Netflix, Disney+ & Prime) All linens are freshly washed and steam-sanitized before each guest stay. Just outside Ottawa with easy Hwy 416 access. No kitchen.

Top Guest favourite
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, 269 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 favourite
Home in Kemptville
5 out of 5 average rating, 16 reviews

Cozy 3 bedroom home with backyard oasis.

This bright and cozy home is designed for comfort and relaxation. The king-size primary bedroom features a private ensuite for a peaceful retreat. Enjoy the backyard dining and seating area, perfect for outdoor meals or evening stargazing. Conveniently located just 30 minutes south of Ottawa and minutes from Kemptville’s charming downtown, you’ll find local shops, restaurants, cafés, and a scenic waterfront nearby. **Please note: the hot tub is unavailable during July and August**

Guest favourite
A round wooden dining table is surrounded by four woven chairs, offering a natural aesthetic. Large windows provide views of the surrounding greenery, inviting ample natural light into the space. A textured pendant light hangs above the table, enhancing the serene atmosphere.
Home in North Grenville
5 out of 5 average rating, 28 reviews

The Wabi Sabi: golf course view, designer home

This exquisite 4-bedroom Japandi-inspired home, set by a scenic golf course, combines elegance with tranquility. Featuring a modern farmhouse kitchen and high-end appliances, it comfortably accommodates groups. Perfect for nature lovers, enjoy summer activities like camping, canoeing, and golfing, or winter adventures such as snowshoeing and skiing. Centrally located, it's a gateway to Ottawa, Kingston, Merrickville, and the Thousand Islands. A serene, year-round retreat awaits!

Guest favourite
Home in Morrisburg
4.9 out of 5 average rating, 282 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
Apartment in Winchester
4.98 out of 5 average rating, 41 reviews

Bright Modern Apartment Backing onto Golf Course

Bright, modern lower-level apartment with stunning golf course views. Perfect for couples or remote workers, this private suite offers peace, luxury, and comfort with large windows, natural light, in-floor heating, AC, advanced air filtration, and pure remineralized water. Features include a modern open layout, dedicated desk, ample parking, and thoughtful design—your ideal retreat to relax, recharge, or work in quiet comfort near Winchester.

Superhost
A well-maintained garden path is surrounded by lush greenery and flowering plants. A gazebo with seating is visible in the background, providing a shaded area for relaxation. A trellis adorned with climbing vines leads towards the gazebo, enhancing the peaceful outdoor setting.
Apartment in Williamsburg
4.71 out of 5 average rating, 129 reviews

Kim's Country Retreat

Come and stay in this cozy cottage-like century home/apartment complete with pine wood flooring accented with country antique decor. Clean, bright and quiet. Perfect for travelers, long and short term temporary workers or students. 10 minutes south to Morrisburg amenities, and Hwy 401. 10 minutes north to Winchester amenities, and Hwy 43. Kemptville and 416 is only another 20 minutes. Easy commute to Ottawa, Brockville or Cornwall.

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
4.97 out of 5 average rating, 205 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.

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