Holiday rentals in Winchester Springs

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Top-rated holiday rentals in Winchester Springs

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Guest favourite
The exterior of a charming two-story building is illuminated by a warm glow from the interior. A fire pit with a crackling fire is positioned in front, surrounded by wooden Adirondack chairs. Tall trees frame the scene under a twilight sky.
Cabin in Ingleside
4.89 out of 5 average rating, 150 reviews

Lost Village Guest House 1860s Renovated Barn

Original 1860 Building Moved From The Lost Villages During The St Lawrence Seaway Project. Lots of Character & Charm❤💕 Whether You’re Looking To Soak Up The Sun At The Beaches, Have Fun On The Water, Bike Around The Parkway, or Enjoy The Sledding Trails and Ice Fishing In The Winter Months. Enjoy The Natural Light Offered In Every Area of The Home. This Home is Dedicated Exclusively To Airbnb Guests And Sleeps Upto (2) Adults Comfortably Ideal For Any Vacation, Renovation or Work Stay!

Guest favourite
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
4.92 out of 5 average rating, 107 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 favourite
Flat in Edwardsburgh/Cardinal
4.88 out of 5 average rating, 162 reviews

1000 Islands waterfront accommodation

Amazing hot tub & patio both with awesome river view!-DSL hi-speed wifi-17 min Brockville-Gorgeous 1000 sq ft walk-out St. Lawrence River secluded waterfront accommodation! Ambient in-floor heating to compliment beautiful gas fireplace! Grand rm features custom kitchen with hand-crafted pine cabinetry & a wall of 4 very tall south-facing windows/patio doors-Hi-end 4-piece bath-Mstr quarters offer king-sized bed/his & hers closet space-2nd bdrm has queen murphy bed-Enjoy kayaks/fish from dock!

Top 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.
Guest house in Newington
4.92 out of 5 average rating, 525 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 charming bungalow is surrounded by a well-maintained yard with a large tree displaying vibrant autumn foliage. The front of the house features multiple windows adorned with flower boxes. A paved driveway leads to a carport on the side.
Townhouse in Gatineau
4.98 out of 5 average rating, 296 reviews

Trendy basement- 10 mins to downtown Ottawa

CITQ 302220 - Come and enjoy our bungalow with free parking and everything you may need for confort. We are less than 2 kilometer away from either the « Centre sportif de Gatineau », « Maison de la culture», and the « Centre Slush Puppy » . We are but a few kilometers away from the downtown Ottawa core, Gatineau Park, several museums, Nordik Spa, Casino du lac Lemay, Byward Market, Rideau Canal, various restaurants and night life. Ideal for couples, small families and business travelers .

Top guest favourite
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
4.98 out of 5 average rating, 43 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 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
4.83 out of 5 average rating, 100 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
A large mural featuring a vintage ship against a textured brick wall adds character to the space. The artwork includes the text 'Ships and Stacks' and 'The Future of the St. Lawrence Seaway,' reflecting the local maritime heritage.
Flat in Prescott
4.98 out of 5 average rating, 117 reviews

Mid-term Stays - Nov to June - 1 Bed Suite

Mid-term stays Nov-June. Nautical-themed, luxurious and romantic 1 bedroom suite. Enjoy your own 1100 sq/ft space in downtown Prescott (1 block from the River). With an industrial, modern design, this space showcases unique and custom art, literature and partial river views. NOTE: Unit access is from the exterior stairs only. This unit is on the 3rd level and is not recommended for individuals that may struggle with stairs or heights.

Guest favourite
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.
Flat in Williamsburg
4.72 out of 5 average rating, 122 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
4.96 out of 5 average rating, 189 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, 108 reviews

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the winter 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 winter getaway. Located minutes off of Hwy 401 and the US border crossing, an hour from both Kingston and Ottawa and two hours from Montreal.

Top guest favourite
A modern kitchen features white cabinetry and a wood countertop. Stainless steel appliances include a refrigerator and a range with an oven. Subway tiles provide a clean backsplash. Open shelving displays small kitchen items, contributing to the organized appearance.
Holiday home in Kemptville
4.9 out of 5 average rating, 125 reviews

Boathouse Café Airbnb

Getaway at our stylish and open concept airbnb just steps from the Rideau River. Our Airbnb boasts views of the Rideau locks from the front, and of our 6 acre property from the back. Take our canoe or paddle boards out on the river, enjoy a campfire under the stars, hike the nearby trails, or go exploring in the nearby town of Merrickville. Enjoy your own private courtyard with dining table, BBQ, and lots of privacy.

Popular amenities for Winchester Springs holiday rentals