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Holiday rentals in Chesterville

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Top-rated holiday rentals in Chesterville

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Top guest favourite
Flat in Ottawa
4.97 out of 5 average rating, 214 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.

Guest favourite
Illuminated at night, the treehouse exudes warmth with golden lights glowing from its windows. A welcoming path is lined with softly lit lanterns, guiding the way up to the entrance. Surrounded by lush trees, the structure offers a cozy retreat in nature.
Treehouse in Paul Smiths
4.98 out of 5 average rating, 205 reviews

Magical Treehouse

Sleep up in the trees in our cozy Magical Treehouse. This place is the perfect base camp for your next adventure, or a unique spot to curl up with a good book. The perfect place to be in the woods, but not isolated. Cook your meals in the nearby cookhouse (40’ away, unheated) on a camp stove or over an open campfire. A heated bathroom/shower is 20’ away. We provide you with linens, cookware, plus help you plan your trip. Property includes miles of hiking trails and beautiful places to explore!

Top guest favourite
Cottage in Hammond
4.96 out of 5 average rating, 188 reviews

River Ledge Hideaway

New construction home designed specifically with the thought of guests in mind overlooking the Saint Lawrence River. Enjoy a memorable fall or holiday getaway to this waterfront oasis. Highlighting this home is a large master bedroom overlooking numerous islands speckled throughout the expansive water view. Outdoor fire pit and grilling area will be set up for the fall season. Walk down our path to your own private waterfront. Great place for couples, small families or friends getting together

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.
Guest house in Newington
4.92 out of 5 average rating, 535 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
A modern kitchen area features rustic wooden cabinetry and a sleek granite countertop. A stainless-steel refrigerator stands beside a sink, with light fixtures hanging above. The open space leads to a cozy living area in the background, where a spacious bed is visible through an entryway.
Farm stay in Summerstown
4.94 out of 5 average rating, 104 reviews

Unwind in the Countryside at Fraser Creek Farm

Unwind in the countryside of South Glengarry. Our location is close to Ottawa, 124 km SE, and Montreal, 81km West, 20km east of Cornwall and 10km south of Williamstown. Embrace the peace and beauty of the orchard during the spring, summer or fall. Breathe in the refreshing winter air. This is our home property, you may see children exploring with one collie, chickens free ranging and waking to a rooster. Ideal for fishermen who want the St. Lawrence River. We start pizza in Spring ‘24.

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, 259 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
A charming cabin exterior is highlighted by wooden siding and a covered porch. Two chairs are placed to either side of a small table, inviting relaxation. A propane grill stands nearby, and string lights enhance the ambiance. Surrounded by trees, the setting offers a peaceful retreat.
Place to stay in Constable
4.97 out of 5 average rating, 115 reviews

Peaceful cabin escape close to golf and skiing.

Get away from it all when you stay in this scenic, small cabin that features a king size bed, cozy fireplace, kitchenette with fridge and 2-burner propane cooktop only 5 miles north of Malone easily accessible off Rt. 30. Only 10 minutes to the Trout River border crossing to Canada. 20 minutes south gets you to a prestigious 36-hole PGA golf course. Just a few minutes more and you can ski at Titus Mountain. Hosts live on property and invite you enjoy the sounds of the Trout River.

Guest favourite
Chalet in Wentworth North
4.92 out of 5 average rating, 101 reviews

Chalet Petit ours

Large rustic and warm chalet: waterfront, hot tub, indoor and outdoor wood-burning fireplace. Ideal place to relax for couples, families or groups of friends. Immerse yourself in the nature of the Laurentians and enjoy swimming, kayaking and hiking. A rustic and warm wooden chalet: waterfront, hot tub, wood-burning fireplace. Ideal place to relax as a couple, with your family or friends. Be immersed in the nature of the Laurentians and enjoy swimming, kayaking and hiking.

Top guest favourite
A wooden dock extends into the water, featuring two Adirondack chairs facing the river. Behind, a modern home with a large window displays a Canadian flag and a unique barrel sauna. Lush greenery surrounds the setting, providing a peaceful atmosphere.
Cottage in Kemptville
4.84 out of 5 average rating, 104 reviews

Rideau River Retreat - Waterfront Home

Relax with the whole family at this peaceful all-season home on the Rideau River, only 30 minutes from the heart of Ottawa and 5 mins to Kemptville. Take in the river view while relaxing inside our Cedar Barrel Sauna or sipping morning coffee on the dock. Easily explore the neighbouring towns of Manotick and Merrickville or boat, fish, kayak, or canoe in the middle of the largest stretch of the Rideau River (46km of open water from Manotick to Burritts Rapids).

Guest favourite
The A-frame chalet is set against a backdrop of vibrant autumn foliage. Its striking black exterior contrasts with warm wooden accents. A large glass front showcases an inviting interior, while a stone terrace framed by fallen leaves adds to the natural ambiance.
Chalet in Val-des-Monts
4.96 out of 5 average rating, 160 reviews

Les Refuges des Collines – Gatineau Park

On the shores of a lake, Parc de la Gatineau is a superb A-frame chalet perfect for disconnecting from the city while being ideally located to allow you to enjoy all that the Gatineau/Ottawa tourist region has to offer. Our mini-chalets are equipped to allow you to relax with their hot tub or to telecommute in their office equipped for this purpose. Our chalets will be a place you'll be eager to return to, as you'll feel at home here.

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
4.96 out of 5 average rating, 192 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, 119 reviews

Honeybee Haven - Dog Friendly, Free Parking

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

Popular amenities for Chesterville holiday rentals