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Chalet vacation rentals in Jay

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Top-rated chalet rentals in Jay

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

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Top guest favorite
The outdoor swimming pool features a clear blue surface, surrounded by a concrete deck. White lounge chairs are positioned around the pool, with lush green trees providing a natural backdrop. The area is privately set among the woods, creating a serene atmosphere.
Chalet in Westfield
4.96 out of 5 average rating, 139 reviews

Cozy Chalet at Jay Peak

The house is set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5br, 2.5 Bath, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting with panoramic mountain views once leaves have fallen. Seasonal Pool, Disc Golf, Volleyball, Playground & Hiking Trails a short walk from the house. 3 mi to Jay Peak. Air Conditioning is in three bedrooms which are installed by the 2nd Sunday of June then removed the last Sunday of Sep.

Top guest favorite
A green two-story house is viewed from a snow-covered path leading to its entrance. Thick layers of snow blanket the yard, while tall trees stand in the background against a clear sky, indicating a serene winter setting.
Chalet in Montgomery
4.93 out of 5 average rating, 136 reviews

Montgomery Meadows Chalet near Jay Peak

Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

Guest favorite
A modern chalet exterior is highlighted, featuring a multi-level structure with natural wood accents. Well-maintained landscaping surrounds the building, leading to a terrace with glass railings that offers views of the nearby lake, and a staircase connects the different levels.
Chalet in Magog
4.93 out of 5 average rating, 123 reviews

BEAUTIFUL chalet in Memphremagog with ROOFTOP

Vous cherchez le chalet à louer de vos rêves ? Ne cherchez plus vous l’avez trouvé! Construction récente au bord du Lac Memphrémagog! - Décoré avec goût -wifi (100mb/s) - immense (2600 pi2) - 3 chambres à coucher + divan lit au sous-sol - plafond de 10pi - salle de jeux au sous-sol, table de ping pong et cinéma maison. - 3 terrasses, dont une sur le toit donnant une vue imprenable sur le Lac Memphrémagog - Spa / sauna - Foyer de bois - quai privé - borne pour véhicule électrique ($)

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, 235 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 covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia
4.95 out of 5 average rating, 340 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Guest favorite
Chalet in Mansonville
4.86 out of 5 average rating, 406 reviews

Chalet Potton Cottage - spa, sauna & pool

Escape to tranquility at this private 3-acre cottage in the heart of the Eastern Townships. Enjoy the pool, 7-seat spa, sauna, firepit, BBQ, and cozy indoor fireplace. The spacious kitchen with an island and new appliances, plus a large patio, is perfect for gatherings. Ideal for remote work with fast WiFi, air conditioning, and 3 comfortable bedrooms. Close to Owl's Head, Lake Memphremagog, and Vermont. Perfect for couples, families, or groups seeking nature’s beauty and comfort!

Top guest favorite
A cozy living area features a fireplace with a decorative display above it. Two comfortable sofas face each other, complementing the wooden flooring. Natural light floods the space through large windows, and potted plants add a touch of greenery to the room.
Chalet in Orford
4.92 out of 5 average rating, 304 reviews

Orford lakes and mountains resort cottage

CITQ 304525 Located in the heart of nature on a beautiful 5-acre lot, this beautiful, bright and comfortable cottage can accommodate up to 6 people. It is a small haven of peace that invites tranquility! It will seduce you with its intimate character, garden and free-range chickens! Located right next to Mont Orford Park (8 minutes from the Fraser sector and 10 minutes from Stukeley) as well as 10 minutes from Magog, it is the starting point for your hikes or bike rides.

Top guest favorite
An aerial view showcases the chalet surrounded by lush greenery and a scenic landscape. The expansive wrap-around deck is visible, complete with outdoor seating and a fire pit. The property offers a gravel driveway and a separate storage shed, enhancing the overall outdoor space.
Chalet in Jay
4.93 out of 5 average rating, 129 reviews

Journeys End Chalet - Minutes to Jay Peak!

** BEAUTIFUL MOUNTAIN VIEWS** Welcome to the Journeys End Chalet! We are located just a quick 10 minute ride from the base of Jay Peak Resort, home to some of the best skiing and riding in the Northeast. The chalet is set on a beautiful and private 11 acres just a stones throw from the Canadian border. We love all dogs and your well behaved furry friends are welcome in our home. We are located directly on the VAST trail system so bring your snowmobile and enjoy!

Guest favorite
Chalet in Troy
4.93 out of 5 average rating, 158 reviews

Hidden Chalet 8 minutes from Jay Peak

This one of a kind property, formerly a Historic Grist mill (with ruins still on the property to explore) is surrounded on 3 sides by the Jay Branch River, a crystal clear mountain stream that runs down from Jay peak. The property is filled with Cedar and Maple and the sound of the River permeates through the trees. With multiple swimming holes and a 20 foot waterfall just steps from the deck there’s not another Airbnb like this in the state of Vermont.

Top guest favorite
The living area features high ceilings with exposed beams, allowing natural light to fill the space. A comfortable sofa is paired with accent chairs and a wood coffee table. A gas fireplace adds warmth, while a wall-mounted TV enhances entertainment options.
Chalet in Westfield
4.96 out of 5 average rating, 295 reviews

Mountain View Chalet near Jay Peak!

Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.

Top guest favorite
A modern chalet sits surrounded by trees, featuring a spacious wooden deck and large windows. The exterior showcases a combination of wood and stone elements, with a chimney visible. The inviting deck includes outdoor furniture, providing a relaxed atmosphere in a natural setting.
Chalet in Stanstead
4.94 out of 5 average rating, 198 reviews

Chalet Belle Vie - Private spa - Nature - Estrie

Located in Stanstead-Canton, in the beautiful Eastern Townships region, this warm cottage with 2 acres of land and recent construction is only 1.5 hours from Montreal. Relaxation-friendly layout, with all the amenities of modernity: HOT TUB, BBQ, outdoor fireplace, TV, fiber optic internet, Wi-Fi and huge terrace. Access to Lake Memphremagog via Fitch Bay, just 25 minutes' drive from Mont Orford National Park, fishing, ski slopes nearby.

Top guest favorite
A corner of the chalet is captured during golden hour, with sunlight softly illuminating the structure's wooden exterior. Surrounding trees create a natural backdrop, and snow is visible on the ground, highlighting the serene winter setting.
Chalet in Eastman
4.93 out of 5 average rating, 176 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!

Popular amenities for Jay chalet rentals

Quick stats about chalet rentals in Jay

  • Nightly prices starting at

    Jay vacation rentals start at G$33,474 GYD per night before taxes and fees

  • Verified guest reviews

    Over 470 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jay rentals

  • 4.9 Average rating

    Jay stays are highly rated by guests—averaging 4.9 out of 5!

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