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Holiday rentals in Chesterville

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Top-rated holiday rentals in Chesterville

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

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Guest favourite
A modern two-story home features a large covered porch supported by wooden pillars. Expansive glass windows invite natural light, while a well-maintained lawn extends around the property. The exterior showcases a blend of stone and contemporary design, providing an appealing entrance.
Home in Nepean
4.93 out of 5 average rating, 106 reviews

Stonebridge Golf Nest

Welcome to our beautifully appointed 4-bedroom, 2.5-bathroom detached home in Ottawa, located just moments from the prestigious Stonebridge Golf Course. Offer perfect blend of modern design and luxurious comfort, ideal for both relaxation and exploration. Take advantage of nearby parks, walking trails, and the serene environment around you, or simply unwind in the private backyard of this quiet corner lot. Perfect for families, groups, or anyone seeking a luxurious and convenient Ottawa getaway

Top guest favourite
A spacious living area is highlighted by exposed wooden beams and a stone fireplace. Soft seating is arranged around a central glass-top coffee table, with a colorful area rug adding warmth. Large windows allow natural light and garden views to fill the space.
Chalet in Cantley
4.95 out of 5 average rating, 133 reviews

Insta-worthy artist’s retreat & country chalet

Relax in this truly Insta-worthy country house. Art meets nature with 70s boho vibes. Sleeps 8. Fully equipped kitchen, large open plan w/ 2 living rooms & wood fireplace (wood complimentary). Surround yourself with nature in comfort. Screened outdoor living/dining room with outdoor heaters. Large yard with BBQ & firepit. Wifi (Fibre Op), Smart TVs (w/Netflix, etc), board games, etc Less than 1 min drive to Mt. Cascades ski hill & water park. 10 min drive to Gatineau river public park.

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
4.95 out of 5 average rating, 106 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.

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
4.91 out of 5 average rating, 554 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
The cabin is surrounded by tall trees in a natural setting. A spacious deck is visible, providing a space for outdoor seating. The sloped green roof adds a rustic charm, while the gravel pathway leads to the entrance, emphasizing the peaceful atmosphere of the woodland property.
Cabin in Potsdam
4.97 out of 5 average rating, 266 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
The exterior showcases a contemporary cabin with a spacious wooden deck and large glass walls. Comfortable outdoor seating is positioned on the deck, surrounded by a well-maintained lawn and lush greenery in the background. The structure is illuminated by natural light under a partly cloudy sky.
Cottage in Wakefield
4.97 out of 5 average rating, 641 reviews

The Meadow

Welcome to our modern countryside cabin located on a 2 acre lot in Wakefield, Quebec. Come relax and recharge for a few days while taking advantage of nature and the cozy interior with fireplace. There is plenty to do nearby: discover the Wakefield village, its restaurants, boutiques, farms, the Gatineau Park, the Nordik Spa, Eco-Odyssee, the nearby golf courses and ski hills, etc. (CITQ Permit #298430. We pay all Sales and Income taxes to the prov/fed governments).

Guest favourite
The cabin is set amidst tall trees, illuminated by warm interior lighting that highlights its log construction. The night sky sparkles with stars above, while the surrounding foliage creates a natural, secluded ambiance.
Cabin in Plantagenet
4.92 out of 5 average rating, 430 reviews

PERCHED CABIN at Mariposa Farm

The Perched cabin is one of our three cabins. We also have the Apple Tree and the Poplar cabin. This is glamping at its best. Window walls letting light into every side. A sleeping loft. Built with logs. Well equipped for cooking. Heated with woodstove - firewood included. In the middle of the forest. A lot of trails to enjoy. No neighbours. The perfect spot to unwind. We are farmers, a precise time of arrival is important. You are welcome to visit the farm.

Top guest favourite
Flat in Winchester
4.98 out of 5 average rating, 40 reviews

Bright Modern Apartment Backing onto Golf Course

Bright, modern lower-level apartment with stunning golf course views. Perfect for couples or remote workers, this private suite offers peace, luxury, and comfort with large windows, natural light, in-floor heating, AC, advanced air filtration, and pure remineralized water. Features include a modern open layout, dedicated desk, ample parking, and thoughtful design—your ideal retreat to relax, recharge, or work in quiet comfort near Winchester.

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, 204 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, 133 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
The entrance of the modern wooden chalet is highlighted by a vibrant red door and a welcoming porch area. Two red outdoor chairs are positioned on the grassy lawn, while warm lighting accentuates the architectural details of the logs and the canopy over the entrance.
Chalet in Cantley
4.94 out of 5 average rating, 132 reviews

Le Massif de Cascade

Magnifique chalet de conception de bois pièce sur pièce moderne. Cet endroit vous fera voyager et vous permettra de vous détendre. C'est l’endroit idéal pour relaxer ou vous divertir; Ski Alpin, Ski fond, raquette, glissade d'eau, terrain golf, spa et équitation situer à quelques minutes de la propriété. La demeure est équipée d’une borne de recharge de type 2 pour véhicule électrique. CITQ #311596

Top guest favourite
A two-story home is situated among tall trees, showcasing a rustic exterior. Two wooden Adirondack chairs are positioned near a stone fire pit surrounded by natural ground cover. The scene presents a peaceful outdoor setting ideal for relaxation.
Home in Potsdam
4.95 out of 5 average rating, 109 reviews

Raquette River Retreat- Potsdam NY

Welcome to Potsdam, NY. There is a $50 fee per each dog. No cats allowed (one of us has a severe cat allergy). Our home is on the Racquette River and within a short drive to: St Lawrence University - 18 Minutes Clarkson University - 11 Minutes SUNY Potsdam - 9 Minutes SUNY Canton - 24 minutes Tupper Lake - 45 minutes Saranac Lake - 1 hour 20 minutes Lake Placid - 1 hour 40 minutes

Popular amenities for Chesterville holiday rentals