Vacation rentals in Winchester Springs

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Top-rated vacation rentals in Winchester Springs

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Guest favorite
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!

Top guest favorite
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.
Apartment 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 favorite
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.
Apartment in Edwardsburgh/Cardinal
4.88 out of 5 average rating, 156 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 favorite
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, 510 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 favorite
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
4.96 out of 5 average rating, 225 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 favorite
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, 180 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.

Top guest favorite
Home in Morrisburg
4.9 out of 5 average rating, 257 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 favorite
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.
Apartment 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.

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
4.71 out of 5 average rating, 118 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.

Guest favorite
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, 184 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!

Top guest favorite
A cozy bedroom is highlighted by a queen bed with a patterned quilt and decorative pillows. Two bedside tables with lamps provide lighting, while a window offers natural light. Additional storage is available in a nearby closet and wooden nightstand.
Apartment in Cornwall
4.95 out of 5 average rating, 351 reviews

Exquisite Studio Basement Suite

Relax in a comfortable and clean space. The entire guest-suite is yours with keyless entry. Parking is provided, and the central location is only an 5 minute walk to downtown as well as being close to water front biking/walking trails, sports facilities, big box stores and restaurants. The place is great for travelers, students, or workers who need a place to stay.

Top guest favorite
A serene exterior view of a single-story apartment is presented, surrounded by a grassy area adorned with fallen leaves. Two vehicles are parked in the driveway, with trees displaying vibrant autumn foliage in the background.
Guest suite in Massena
5 out of 5 average rating, 150 reviews

The Shallow River Abode

Take a break and find your peace and tranquility again. Quiet, private, cozy little apartment on the Grasse River ready to meet your accommodation needs. One bedroom Unit complete with kitchen, livingroom, and bathroom overlooking the Grasse River for you to unwind and relax and enjoy!

Popular amenities for Winchester Springs vacation rentals