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Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 306 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Top guest favorite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 225 reviews

The Binocular: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Guest favorite
A geodesic dome sits surrounded by nature, showcasing large circular windows enveloped by sheer fabric. A spacious wooden deck extends from the dome, offering serene views of the surrounding trees and landscape. The natural setting is highlighted by autumn leaves.
Dome in Orford
4.97 out of 5 average rating, 181 reviews

Luxurious dome, private spa and mountain views

A luxurious dome in the heart of nature, in the heart of the Eastern Townships Enjoy a spectacular view of Mont-Orford National Park, its mountains and forests, in complete privacy. Private spa on private terrace, full kitchen, modern fireplace, heated floor, silent air conditioning, premium bathroom with walk-in shower, private parking in front of the dome, 2 km of private trails on 40 acres. Lakes, mountains, forest, vineyards, beaches, everything is there. Reg. no.: 627901

Top guest favorite
A private outdoor spa is visible in the foreground, featuring swirling waters. In the background, snow-covered trees stand under soft evening light, enhancing the serene winter atmosphere. A gated pathway leads into the tranquil wooded area, creating a secluded retreat.
Apartment in Saint-Hyacinthe
4.95 out of 5 average rating, 281 reviews

Waterfront studio with hot tub, king bed

Discreet rustic romantic studio with private spa, large 6-foot bath, king bed, river access, paddle board, located next to the city center and convention center, Strom Spa St-Hilaire, public market, bike path, Juliette Lassonde theater, agricultural festival, all within 10-15 minutes. Outdoor fireplace terrace with table, pool with large deck and sun lounger. Ideal studio to relax as a couple or for business. Private entrance at the back of the house with private terrace

Top guest favorite
Aerial view showcasing a spacious rural property surrounded by lush greenery and trees. The logis and adjacent buildings are nestled amongst open fields, with a winding waterway visible in the background, blending harmoniously with the natural landscape.
Guesthouse in Saint-Georges-de-Windsor
4.99 out of 5 average rating, 184 reviews

Rural home with Pier & Marie-France

Fancy a short stay in the countryside or a quiet place that promotes creation and healing, come and explore our vast estate. Our Rural House is located in the heart of a beautiful agro-forestry environment in the magnificent region of the Eastern Townships. You will live near a huge, completely private wildlife habitat created thanks to the initiative of your hosts. Discover the small Refuge near the vast navigable pond. Children, teenagers and pets are welcome.

Top guest favorite
A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.
Guesthouse in Highgate
4.97 out of 5 average rating, 732 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Top guest favorite
The exterior of a red two-story house is showcased, surrounded by a snowy landscape. The house features a large porch with wooden railings, and tall trees are visible in the background, providing a serene winter setting.
Barn in Saint-Samuel
4.96 out of 5 average rating, 1,093 reviews

Domaine des Chênes Rouges (Red Oak Estate)

Rustic style in a wooded area well landscaped for peaceful walks and near the big city, all in new condition and very well maintained. Sociable and welcoming by nature. Never two bookings at the same time, spa available located on the gallery of the private house open 24 hours a day, discretion and tranquility are guaranteed! A transition zone in winters is planned. No smoking or other use of emanating smoke is prohibited.

Top guest favorite
The exterior of a two-story chalet is shown, featuring large windows that reflect the surrounding trees. The structure is constructed with wooden materials, and a sloped roof extends over the outdoor terrace. Snow is visible on the ground, indicating a winter setting.
Chalet in Eastman
4.93 out of 5 average rating, 174 reviews

Beautiful ecological cottage near Mont Orford

Located 20 minutes away from the hills of the Mont Orford, this cottage has everything everything to charm you. You will find a living room with natural light, a cozy dining room, a fully equipped kitchen, two closed bedrooms and a glass mezzanine with a sofa bed. A patio (with BBQ), a huge terrace and the basement are also at your disposal. The chalet is eco-friendly. You can enjoy it with peace of mind!

Top guest favorite
A rustic interior features a wooden dining table with four chairs, set near large windows that provide views of the outdoors. A cozy sitting area is visible in the background, complemented by a gas fireplace and comfortable furnishings.
Cabin in Brome
4.99 out of 5 average rating, 154 reviews

"Le Shac" a bit of paradise awaits you

WINTER or SUMMER...... well-insulated with a gas fireplace & electric back up, this is a perfect cottage for nature lovers! 20-30 min. to Sutton, Bromont or Owls Head ski areas.Enjoy this unique and tranquil country get-away with close proximity to the villages of Sutton & Knowlton. We offer a beautiful view, toboggan hills:) , snowshoeing, & x- country skiing space! Nature at its finest!

Top guest favorite
An elegant brick mansion features a cylindrical tower and a broad porch supported by white columns. Large windows, framed in a quaint design, adorn the façade, surrounded by lush greenery that provides a serene ambiance.
Guest suite in Saint-Hyacinthe
4.99 out of 5 average rating, 213 reviews

Private suite at Villa Casavant

La Villa Casavant est une destination en soi. Nichée au dernier étage de la Villa Casavant, somptueux manoir d'un autre siècle, cette suite unique est accessible par la maison mais demeure très intime du fait qu'elle occupe tout le dernier étage via un escalier privé y menant. La villa tient son nom de l'illustre facteur d'orgues, Claver Casavant qui y vécut autrefois.

Guest favorite
Apartment in Beloeil
4.89 out of 5 average rating, 199 reviews

River view loft

Stay in this magnificent residence by the Richelieu River and discover the charm of the Montérégie. Within walking distance to Vieux-Beloeil and its magnificent restaurants. Swimming pool, park, tennis court, etc... Accessible on foot. Close to local attractions such as apples, Mont-Saint-Hilaire, and just 30 minutes from Montreal. Property number: 300126

Top guest favorite
The rustic treehouse, set amidst towering trees, features a wooden deck leading to the entrance. Warm lighting illuminates the inviting exterior, while a hot tub is positioned nearby. The tranquil setting offers views of the water, blending nature with cozy accommodation.
Treehouse in Newport
4.99 out of 5 average rating, 918 reviews

Vermont Treehouse with Hot Tub — Open All Winter

Nestled in two giant pine trees at the edge of a 20-acre pond, this true Vermont treehouse features a private cedar hot tub, fire pit, and canoe for exploring the water. Open year-round, it’s perfect for a cozy getaway, romantic retreat, or winter snow adventure, just 5 minutes from downtown Newport and 22 minutes to Jay Peak Ski Resort.

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