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Holiday houses in Upton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upton

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

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Top Guest favourite
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, 313 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 favourite
An open concept living space features a large sectional sofa and a coffee table centered on a textured area rug. Expansive windows allow natural light to fill the room, showcasing views of the surrounding mountains and greenery. A dining table with chairs is positioned nearby.
Cabin in Enosburg
4.99 out of 5 average rating, 196 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

Top Guest favourite
The chalet is positioned on a hillside, surrounded by lush greenery. A tranquil outdoor area is visible, featuring a gravel path leading to the entrance and a jacuzzi on the deck. The landscape extends into rolling hills and a dense forest, enhancing the natural setting.
Chalet in West Bolton
4.99 out of 5 average rating, 233 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

Top Guest favourite
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, 219 reviews

Les Ancestrales - Romantic Suite

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. Voyez aussi: airbnb.com/h/suiteaugustine airbnb.com/h/suitealbert airbnb.com/h/quartiers airbnb.com/h/turcot

Guest favourite
Chalet in Mirabel
4.86 out of 5 average rating, 173 reviews

Mammoth Accommodations | Indigenous Experience & Spa

Chalet surrounded by nature with mountain views. Outdoor covered spa open year-round, indoor and outdoor wood-burning fireplaces, heated floors, and BBQ. Fully equipped kitchen, including coffee. Three bedrooms: master suite with king-size bed and gas fireplace, 2nd bedroom with queen-size bed, and mezzanine with queen-size bed. 5-acre property, with a second rental phase planned for 2026. Perfect for recharging your batteries. Record No. 309551, issued on 06/08/2026.

Top Guest favourite
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, 175 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!

Guest favourite
A private spa is situated on a wooden deck, surrounded by trees in a tranquil setting. Soft lighting illuminates the area, enhancing the relaxing ambiance. The spa features a comfortable seating area, with clear water inviting guests to unwind in nature.
Dome in Lac-Supérieur
4.88 out of 5 average rating, 443 reviews

Balbuzard Dome | Private Spa | A/C | Fireplace & BBQ

Visit our Airbnb profile to discover our 6 private domes! : ) Welcome to Domaine l'Évasion! Enjoy a romantic getaway under a starry sky. Relax in your private 4-season spa, nestled in the heart of a coniferous forest, lulled by birdsong. ➳ 25 minutes to Tremblant ➳ Private 4-season spa ➳ Indoor Gas Fireplace ➳ Fire pit ➳ Picnic area with BBQ ➳ Hiking trail ➳ Private shower ➳ Full kitchen ➳ AC

Guest favourite
A bright living space features vaulted ceilings with wooden beams and large windows overlooking greenery. A comfortable sofa is positioned in front of a modern fireplace, while a dining area and kitchen counter can be seen, creating an inviting and open layout.
Chalet in Eastman
4.98 out of 5 average rating, 100 reviews

L'Ourson – Wood-burning fireplace – Eastman

This beautiful Scandinavian-designed cottage will offer you a dream location for an unforgettable vacation. Inside, as well as outside, come and fill up with space and light. Located between beach and mountain, it will surely seduce nature lovers! With 3 bedrooms and 2 full bathrooms, this chalet can easily accommodate 6 people. Everything is designed to make your stay as pleasant as possible!

Top Guest favourite
Apartment in Beloeil
4.92 out of 5 average rating, 427 reviews

Modern loft with water views

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

Guest favourite
A spacious dining area features a large wooden table surrounded by green chairs and an indoor plant. Large windows allow natural light to fill the space, offering views of snowy surroundings and trees outside.
Chalet in Sutton
4.96 out of 5 average rating, 258 reviews

Le chalet des bois, Peace and calm in the woods

Monumental open concept, in the heart of nature. Access to trails directly behind the house. Wood stove, large modern bathroom, one bedroom + sofa bed. Another sofa bed in the living room. Ideal chalet for a couple with children or two couples. Wild birds, turkey, and deer lovers welcome! Wifi and EV charger included. Dogs Welcome! CITQ : #308038

Top Guest favourite
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, 930 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.

Top Guest favourite
An outdoor relaxation area features wooden seating surrounded by snow, with a circular sauna in the background. A fire pit with glowing flames sits on a stone base, creating a warm focal point amidst the winter landscape of trees.
Chalet in Mansonville
4.96 out of 5 average rating, 200 reviews

Scandinavian chalet • Sauna spa • Quiet nature

A bright chalet in a modern Scandinavian style, perfect for a relaxing stay with friends and family. Enjoy the private hot tub, sauna, indoor fireplace and 4-season outdoor shower, surrounded by the forest. About 20 minutes from Owl's Head and Jay Peak, this is the perfect place for skiing, the outdoors and relaxation.

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