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Holiday rentals 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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Guest favourite
A bright, open-concept kitchen and dining area is showcased, featuring modern cabinetry and a large island with a sink. Dining tableshare space with a comfortable living area, visible through generous south-facing windows that provide natural light and views of the outdoor landscape.
Home in Edwardsburgh/Cardinal
4.93 out of 5 average rating, 102 reviews

2129 County Road 2, Johnstown ON

Hot tub! Sunset House features a spacious 40'grand rm with beautiful open concept living-kitchen/dining area, pot lights showcasing gorgeous cabinetry/granite countertops & fireplace to further enhance a cozy ambiance-South-facing wall-to-wall windows overlook a mature treed lot-2nd flr incl primary bdrm with ensuite, 2 add'l bdrms sharing a 4-piece bath-Private rear deck & patio with covered hot tub + fin lower level with extra bed-Hi-speed DSL-Cable TV &nearby amenities complete the experience

Superhost
The outdoor space features a heated pool illuminated in a vibrant aqua, accompanied by a hot tub with soft blue lighting. String lights overhead create a cozy ambiance, while a palm tree stands nearby, enhancing the relaxing atmosphere.
Home in Carleton Place
4.89 out of 5 average rating, 113 reviews

Ultimate Gamers Retreat, Arcade, pool & Hot Tubs

POOL SCHEDULE May 15- Oct 1 -Heated pool 80 degrees minimum -2 Hot tubs -BBQ -screened-in gazebo, huge deck & patio -hammocks -fire pit -arcade (thousands of games) Pool table, Foosball, ping pong & table hockey -Star-wars Pinball -Original Nintendo & SNES & PS3, Atari -75 inch TV (Netflix, Disney & Prime) main room -TV in bedroom -King Suite, 2nd bedroom in loft & pull out couch sleeps 6 -Stocked kitchen -3 piece washroom -Laundry & parking -Keurig -condiments -laundry soap -toiletries

Top guest favourite
Home in Waddington
5 out of 5 average rating, 13 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 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.
Guest house in Newington
4.92 out of 5 average rating, 545 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, 262 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
Flat in Prescott
4.96 out of 5 average rating, 308 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
Home in Morrisburg
4.9 out of 5 average rating, 271 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.

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, 127 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, 196 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, 122 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
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.

Top guest favourite
Tiny home in Potsdam
4.99 out of 5 average rating, 147 reviews

Cabin at Laing Family Farm

Tucked beside our small orchard on a 400-acre certified organic farm, The Cabin at Laing Family Farm is a peaceful and cozy retreat where days start with birdsong and end with sunsets over our animals grazing in their pasture across the road. Conveniently located halfway between Canton and Potsdam, The Cabin is close to all four local universities.

Popular amenities for Winchester Springs holiday rentals