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Holiday rentals in Winchester Springs

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winchester Springs

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

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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, 142 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!

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
4.75 out of 5 average rating, 60 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 favourite
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.
Flat in Kemptville
4.97 out of 5 average rating, 31 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 favourite
A grassy area is highlighted by a large tree featuring a playset with a slide. In the background, tranquil water reflects the sky, while a shed stands nearby. The scene is framed by scattered clouds and greenery.
Flat in Edwardsburgh/Cardinal
4.88 out of 5 average rating, 157 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, 513 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 wooden sign for Little Foot Alpacas is surrounded by colorful plants and flowers. The sign features an illustrated alpaca, complemented by natural stone elements in the foreground. The backdrop consists of a cloudy sky, enhancing the rural ambiance of the alpaca farm.
Cabin in Spencerville
5 out of 5 average rating, 71 reviews

Alpaca Farm stay & Complimentary Alpaca Adventure

Relax in your own private luxury getaway in the heart of farm country . Enjoy a glass of wine and watch the alpacas grazing and playing in the fields. Enjoy the peaceful atmosphere of this Alpaca Farm and come experience alpacas, and alpaca trekking . For those that enjoy creating a fantastic meal, prepare and dine in our gourmet kitchen and settle in for a romantic evening in front of the glowing fireplace or spa soaker tub. Enjoy a restful sleep in our luxurious alpaca beds .

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
5 out of 5 average rating, 37 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 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, 181 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 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, 120 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 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
4.9 out of 5 average rating, 186 reviews

Beautiful Waterfront Home | 30 Minutes from Ottawa

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 favourite
A charming cabin is elevated on wooden stilts, surrounded by lush greenery. The structure features a welcoming porch with railings, framed by two large trees. Vibrant potted flowers line the ground, adding color to the natural setting. A staircase leads to the entrance, enhancing accessibility.
Treehouse in Maxville
4.92 out of 5 average rating, 118 reviews

Chalet

Situé à quelques minutes de l’autoroute 417 entre Ottawa et Montréal ainsi qu’à 30 minute de Cornwall, ce super chalet nichée au milieu des arbres vous enchantera au premier coup d’œil! Tout récemment aménagé et minutieusement décoré, ce chalet est la place idéale pour vous évader et vous détendre en pleine nature!

Top guest favourite
A cozy guest room features a rustic brick accent wall and a spacious bed adorned with a patterned quilt. A vintage-style chandelier hangs above, while charming decor items, including skis and a small electric fireplace, add character to the space.
Guest suite in Gatineau
4.92 out of 5 average rating, 274 reviews

The Canadiana

Unique, cozy, charming! This guest ensuite features a private entrance, and private bathroom. Fully equipped, perfect for your stay in the capital region! Located in a quiet area Gatineau, and includes free parking . Please note, the bed for the third person, is a folding (comfortable) mattress.

Popular amenities for Winchester Springs holiday rentals