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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
A spacious wooden deck extends from the home, featuring a table and chairs for outdoor seating. Lush greenery frames the view of the shimmering blue Saint Lawrence River, with soft waves visible in the distance under a clear blue sky.
Cottage in Hammond
4.96 out of 5 average rating, 193 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

Top Guest favourite
A welcoming entrance to the studio guesthouse is framed by vibrant yellow chrysanthemums in a large terracotta pot, alongside decorative pumpkins, one orange and one white. A small blue birdhouse adds a charming touch near the steps leading to the door.
Guesthouse in Newington
4.92 out of 5 average rating, 540 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 favourite
A cabin features large green windows that reflect the surrounding trees and the calm river, creating a serene connection with nature. The sloped metal roof enhances the rustic charm of the structure, which is framed by lush greenery.
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 favourite
Apartment in Prescott
4.96 out of 5 average rating, 306 reviews

2 Bedroom Vintage Suite (mid-term available)

The 2 bedroom apartment is located on the 2nd floor and can accommodate 4 guests. The suite is in the Mechanic Block and dates back to 1874. The apartment was restored while keeping the historical integrity in check. With vintage sink, clawfoot tub and 7' interior walls (not reaching ceiling as shown on photos) There is private parking and separate entrance. You get the entire apartment. The main level of this historical commercial building is operated by the building owner.

Top Guest favourite
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, 261 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)

Guest favourite
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 favourite
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, 106 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 favourite
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.

Top Guest favourite
Apartment in Winchester
5 out of 5 average rating, 32 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.

Top Guest favourite
A modern living area features a gray sectional sofa and a stylish coffee table on a soft area rug. A wall-mounted TV is positioned above a sleek electric fireplace. Natural light filters through the window, enhancing the open concept that connects to the kitchen.
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 favourite
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, 120 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.

Guest favourite
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
4.92 out of 5 average rating, 156 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.

Popular amenities for Winchester Springs holiday rentals