
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.

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
LocationFamilyIndoor spaces
4.94 out of 5 average rating, 115 reviews
Walk 2 OLRT & Hard Rock, mins to airport & EY Ctr
A one-of-a-kind stay; this cozy loft nestled inside a converted airport hangar has rustic charm, curved ceilings, & wide-open views. It offers the perfect blend of character & convenience. Relax on the balcony & watch stunning sunsets, explore the open space, or hit the nearby trails for a walk or bike ride. Enjoy Starlink Wi-Fi, AC, a dedicated workspace, and a stocked pantry. Just 7 minutes from the airport & EY Centre, 2 mins. from the Hard Rock & Casino, golf course, & 20 mins. to downtown.
ValueLocationCondition
4.97 out of 5 average rating, 235 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.
ValueFamilyOutdoor spaces
4.95 out of 5 average rating, 115 reviews
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
ValueLocationAccuracy
4.96 out of 5 average rating, 74 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.
ValueLocationWifi
4.91 out of 5 average rating, 575 reviews
The Waterfront
Welcome to our waterfront cottage nestled in a quiet area of Wakefield on a 2 acre property. The two level 1,800sf cottage has been carefully designed to integrate with nature with large floor-to-ceiling windows throughout. Come relax and recharge in nature. Plenty of activities to do: swim from the dock, canoe/kayak, fish, bike, golf, ski, explore the Gatineau Park, the Nordik Spa, etc. (CITQ#304057. We pay all Sales and Income taxes to the Provincial / Fed governments)
FamilyValueAmenities
4.99 out of 5 average rating, 271 reviews
Entire 2-Story Upstairs + Optional 2BR Basement
Total 7BR | 8 Beds | 4 Baths | Kanata Base booking includes the upper two stories only: 5 bedrooms and 3 full bathrooms. Optional basement apartment available for an additional cost (2 beds+ 1 full bath). Spacious single-family home in the heart of Kanata, 10 minutes from the Canadian Tire Centre and close to shopping, dining, and transit. Includes a main-floor bedroom with full bath, high-quality bedding, and driveway parking for up to 4 cars. Exterior security camera.
LocationValuePets
4.88 out of 5 average rating, 281 reviews
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
LocationFamilyLaundry
4.97 out of 5 average rating, 128 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.
LocationFamilyBathroom
4.9 out of 5 average rating, 293 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.
LocationFamilyLaundry
4.96 out of 5 average rating, 54 reviews
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.
LocationFamilyWalkability
4.97 out of 5 average rating, 210 reviews
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.
LocationFamilyBathroom
5.0 out of 5 average rating, 141 reviewsPopular amenities for Chesterville holiday rentals
Other great holiday rentals in Chesterville

Khlozy Escape the ordinary. (Feonho)
ValueFamilyHospitality
4.98 out of 5 average rating, 95 reviews
Lost Villages Stay | BBQ | Fire pit | Game/Arcade
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4.98 out of 5 average rating, 47 reviews
Rideau River Getaway Waterfront 30min to Ottawa
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Countryside Retreat - Hot Tub & Trails
ValueFamilyLaundry
4.97 out of 5 average rating, 61 reviews
Luxury 6BR Home | 8 Beds 3.5Bath
FamilyLocationNearby
5.0 out of 5 average rating, 60 reviews
Beautiful Waterfront Home on St. Lawrence River
FamilyLocationDecor
4.91 out of 5 average rating, 65 reviews
Escape to Country Comfort
FamilyLocationHot tub
4.8 out of 5 average rating, 10 reviews
Meech Lake peaceful retreat
LocationValueAccuracy
4.96 out of 5 average rating, 72 reviewsDestinations to explore
- Calypso Theme Waterpark
- Omega Park
- Carleton University
- University Of Ottawa
- Camp Fortune
- Mont Cascades
- Td Place Stadium
- The Ottawa Hospital
- Canadian Museum of Nature
- Casino Du Lac-Leamy
- Nigeria High Commission
- Parliament Buildings
- Edelweiss Ski Resort
- Ottawa Art Gallery
- Parc Jacques Cartier
- Canadian War Museum
- Dow's Lake Pavilion
- Canadian Museum of History
- Britannia Park
- Canada Aviation and Space Museum
- National Gallery of Canada
- Rideau Canal National Historic Site
- Absolute Comedy Ottawa
- National War Memorial





