Holiday rentals in Chesterville

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Top-rated holiday rentals in Chesterville

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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

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.

ValueFamilyWalkability

4.95 out of 5 average rating, 120 reviews
Guest favourite
A newly constructed home is featured alongside other residential buildings in a serene neighborhood setting. The house showcases modern architectural elements with a distinct facade, large windows, and a double garage. A well-maintained lawn stretches to the foreground under a partly cloudy sky.
Home in Embrun

4 bedroom luxury home in the heart of Embrun

Relax with the whole family at this peaceful place to stay. Newly built home in a family oriented neighborhood. Comes with all appliances, stove, fridge, microwave, and laundry. Downtown Embrun is 5-7min drive bars, and a lot of restaurants in the shopping center and downtown ottawa is 25min. The Calypso water park is just 7 min drive with lots of attractions for extended stays, please reach out to me even if the dates are not available online as i may be able to make them available

FamilyValueIndoor spaces

4.96 out of 5 average rating, 74 reviews
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

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.

ValueFamilyIndoor spaces

4.91 out of 5 average rating, 581 reviews
Guest favourite
The image captures the early morning light filtering through trees, illuminating a misty Rideau River. Gentle waves can be seen near the shore, with a lamppost providing a nostalgic touch amidst the natural scenery.
Cottage in Kemptville

Rideau Getaway: Waterfront 3BR Cottage

Wake up to the Rideau right in your backyard and unwind in this peaceful, year-round cottage getaway. Tucked away on a quiet private road with a boat launch, this is the perfect place to slow down and enjoy cottage life. Whether you're sipping morning coffee on the dock, spending the day on the water, or winding down by the fire table in the evening, this is the perfect place to relax, recharge, and make memories with family and friends while enjoying beautiful waterfront views.

FamilyValueComfort

4.92 out of 5 average rating, 111 reviews
Guest favourite
A spacious deck offers seating options, including two chairs and a small table, with a view of the St. Lawrence River. The expansive waterway is visible, reflecting the clear blue sky and soft clouds. A grassy area is present alongside the deck, enhancing the outdoor experience.
Home in Cornwall

Waterfront cottage/boat access/fire pit/BBQ

The blue heron cottage welcomes you to come unwind directly on the St. Lawrence river. This newly renovated small home offers the opportunity to bring your own motorized or un motorized watercraft’s. Whether you’re looking for action on the water or off, the spacious dock welcomes everyone….sun bathers, cocktail drinkers, swimmers, book readers. Cast your fishing rod, enjoy a nice BBQ and bon fire. This cottage has the best view from everywhere, even the bedroom

LocationValueAccuracy

4.93 out of 5 average rating, 44 reviews
Guest favourite
A spacious heritage home is set amidst lush greenery, framed by stately trees. The exterior features a blend of stone and large windows, allowing natural light to illuminate the interior. A well-maintained lawn complements the inviting atmosphere of the property.
Home in Merrickville-Wolford

Heritage Stone House & Spa on the Rideau Canal

Experience heritage and relaxation! Stay in this beautifully renovated 1827 stone home on the Rideau Canal, accommodating up to 14 guests. Enjoy kayaking to Merrickville, book farm experiences nearby, or unwind in our new sauna and cold plunge. Watch boats glide by from the deck, soak in the serene setting, and make memories with friends and family. Pets welcome ($25 fee). *NEW - Massage from RMT as well as Manicures & Pedicures - message us for more info

ValueLocationAccess

4.97 out of 5 average rating, 129 reviews
Top guest favourite
Home in Morrisburg

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.

LocationFamilyDecor

4.9 out of 5 average rating, 294 reviews
Top guest favourite
Flat in Winchester

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.

LocationFamilyIndoor spaces

4.97 out of 5 average rating, 59 reviews
Top guest favourite
A modern guest home is situated near the water, framed by tall trees. A clear pathway leads to the entrance, with a fenced yard and well-maintained grass. The scenic view of the river can be glimpsed in the background.
Tiny home in Cornwall

Cozy Waterfront Getaway

Tiny Guest Home on the St. Lawrence River Built 6 Years Ago Offers: ⚜ Separate Private Parking, Fenced Yard ⚜ Large Patio with BBQ ⚜ Firepit (Firewood Supplied) ⚜ Stairs Down to Private Overwater Deck with Swim Ladder. Luxury Living In 525 sq ft With In-Floor Heat, A/C Throughout & Gas Fireplace. Short Stroll to Cornwall's #1 Restaurant "Sheep's Head Bistro" and Glen Walter Park with 2 km+ of Scenic Paths & Bike Path.

FamilyLocationCondition

4.97 out of 5 average rating, 107 reviews
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

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa

Welcome to The Lofty Nest (.ca) 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.

ValueFamilySolo travel

4.95 out of 5 average rating, 213 reviews
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

Honeybee Haven - Dog Friendly, Free Parking

Escape to a cozy, dog friendly haven, perfect for embracing the magic of the autumn 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.

FamilyValueGrill

5.0 out of 5 average rating, 144 reviews
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

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.

FamilyLocationGetting around

4.93 out of 5 average rating, 169 reviews

Popular amenities for Chesterville holiday rentals