Holiday houses 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.

1 of 1 pages1 / 1
Top Guest favourite
The cabin displays a charming dark green exterior, complemented by large front windows that invite natural light. A central front door is flanked by a steep staircase leading to a side door. Lush green grass surrounds the structure, enhancing the serene outdoor setting.
Cabin in Norfolk
4.97 out of 5 average rating, 77 reviews

Forest Side Solar Powered Cabin with Nature Trails

This newly built cabin is located on a quiet gravel road, in the St Lawrence Valley in a remote area between Potsdam and Massena, NY, fifteen minutes from the US/Canada border. With Potsdam and Massena only 15 miles away, you have the best of both the civilized and the natural world when staying at our cabin. We look forward to hosting guests who will enjoy the natural solitude, privacy and aesthetic comforts of the cabin, garden, and beautiful forest trails on our tranquil 101 acre property.

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, 14 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
4.96 out of 5 average rating, 101 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.

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.
Guesthouse in Newington
4.92 out of 5 average rating, 549 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.

Guest favourite
The living area features a dark sectional couch positioned near a wall-mounted TV, with shelves holding decorative plants. A wooden dining table with four upholstered chairs occupies the space, complemented by a small plant centerpiece. Natural light enters through a nearby window.
Bungalow in Mountain
4.84 out of 5 average rating, 63 reviews

Cozy Country Bungalow

Our cozy bungalow is easily accessible from the city. You will immerse yourself in a natural setting with woods, ponds and trails. The bedroom has a double bed, plus a Roku TV and dresser. The couch pulls out to a queen sized bed. There is another TV in the living room area. You can access your own accounts for Netflix, Prime or whatever subscriptions you have as well as regular TV channels. The bathroom also contains a washer and dryer for your convenience. Laundry soap is provided.

Top Guest favourite
A collection of vintage items is displayed against a bright yellow wall. Notable elements include a retro Pepsi-Cola sign, a vibrant red popcorn container, and various decorative mugs. A small toy car, a Polaroid-style camera, and an assortment of playful signs add character to the arrangement.
Apartment in Prescott
4.96 out of 5 average rating, 312 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, 273 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.

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
4.72 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
4.97 out of 5 average rating, 200 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.

Guest favourite
A rustic cabin is positioned on a gentle rise, framed by lush greenery. Reflections of the structure and surrounding trees are visible in the calm water of the private canoe pond. Soft light emanates from the windows, hinting at a cozy interior atmosphere.
Home in Perth
4.89 out of 5 average rating, 27 reviews

Livnlife in nature’s paradise!

If you’re seeking privacy, a romantic escape, or quality time with family and friends, this nature lover’s paradise is for you. Take in unbelievable views overlooking your own private canoe pond and explore a secluded beaver dam hiking trail right on the property. Located just 15 minutes from downtown Heritage Perth, with Murphys Point Provincial Park only minutes away, this is the perfect blend of seclusion and convenience.

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, 127 reviews

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the summer 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, 158 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