
Chalet holiday rentals in Jay
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Jay
Guests agree: These chalets are highly rated for location, cleanliness and more.

Private & Intimate Cottage In Eastern Townships
We have 8 acres of beautiful wood and IMHO a beautiful spot that we're continuing to gradually improve every year. It may be small but we really love it and it's got everything we need. I built this place myself based on plans I bought online in 2001 while working full-time and doing a masters degree. One day, we'll build our dream cottage at the top of our land to take in the spectacular views. But for now, the 3 kids, Vintage Airstream renovation and the jobs are keeping us more than busy.

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.

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).

Chalet Belle Vie - SPA - Stanstead-Canton
Situé à Stanstead-Canton, dans la magnifique région des Cantons de l'Est, ce chaleureux chalet avec 2 acres de terrain et de construction récente se trouve à seulement 1h30 de Montréal. Aménagement propice à la relaxation, avec toutes les commodités de la modernité: SPA, BBQ, foyer extérieur, TV , internet fibre optique, Wi-Fi et immense terrasse. Accès au lac Memphrémagog via Fitch Bay, à seulement 25 minutes de route du Parc National du Mont Orford, pêche, pistes de ski à proximité.

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

The Hot Duck*Golf et vélo *SPA* Foyer
Magnificent Chalet with Spa, renovated up to date. The choice of materials and the warm atmosphere will seduce you for sure. Ideal for a large family or couples of friends. For ski enthusiasts, you are less than 15 minutes from one of the most popular mountains in Quebec; Bromont. Take advantage of a large 20,000 sq. ft. wooded lot and an intimate spa. In addition, you have access to Lac-Brome with a dock, a boat descent and kayaks. Certified CITQ #298184 (exp 2025-09-30)

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!

L’Hivernon -Inspiration Scandinave
Nouvelle construction! Cette propriété dispose d'un espace ouvert de 1400 pc avec deux chambres et deux salles de bain complètes. Le logement se trouve sur un terrain privé traversé par une rivière. Avec ses fenêtres surdimensionnées, 3 terrasses extérieures entièrement équipées entourées de nature et d'arbres cette villa de luxe est synonyme de confort et de connexion à la nature. Vous aurez aussi accès a un spa extérieur privé! L'escapade romantique idéale!

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.

2 mins to Smuggs, Fireplace
Cozy, dog-friendly chalet near Smugglers’ Notch and the Long Trail. Includes a loft bedroom accessed by a spiral staircase and a second bedroom on the main floor. Best for adults or families with older kids. Dogs are welcome, though most dogs are not comfortable using spiral stairs. Perfect for skiing, hiking, and peaceful mountain stays. Vermont Meals & Room Tax Account number MRT-10127166 Member of the VTSTRA (Vermont Short Term Rental Alliance)

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.

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
Family-friendly chalet rentals

Spa & Montagne - Havre paisible

Bear Ridge Lodge

Chalet Le Rayonnant Owl’s head / lac Memphrémagog

Jay Peak Chalet - 4 miles to Jay

Edelweiss! Ski Chalet: 5 Bed, 5 Mins to Jay Peak!

Mountain View Chalet

The Shangri-la House

Thuya house - Modern chalet with mountain view
Luxury chalet rentals

Just minutes to the slopes & downtown Stowe!

Spacious Chalet, Skiing Minutes From Jay Peak!

Le 5 Owl - Lac Brome

Stowe Log Chalet: Fireplace | Hot Tub | Views+WiFi

Chalet HAVRE DE PAIX sur pistes Mont Owl's Head

Chalet l’expérience thermale de la rivière.

13-Guest Chalet | 6 BR | Owl’s Head Ski & Golf

A-Frame on the Ridge near Smugglers Notch
Lakefront chalet rentals

Le cottage by the lake in wine country

The Cool Shack, with private lake

Détente au bord du lac Champlain

Chalet au bord du lac Libby - Le Libby

Magnifique chalet directement sur le lac Magog!

Chalet du Lac Memphrémagog à Potton CITQ #305909

SPA-SKI (Près du Mont Orford) -Village à proximité

Smart Chalet pour grande famille et gens sportifs
Quick stats about chalet rentals in Jay

Nightly prices starting at
Jay holiday rentals start at $398 AUD per night before taxes and fees

Verified guest reviews
Over 440 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!
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Rentals with pools Jay
- Rentals with a washing machine and dryer Jay
- House rentals Jay
- Cottage rentals Jay
- Villa rentals Jay
- Rentals with a fireplace Jay
- Cabin rentals Jay
- Pet-friendly rentals Jay
- Condo rentals Jay
- Rentals with a fire pit Jay
- Apartment rentals Jay
- Family-friendly rentals Jay
- Fitness-friendly rentals Jay
- Ski-in/ski-out rentals Jay
- Rentals with a hot tub Jay
- Rentals with a patio Jay
- Rentals with outdoor seating Jay
- Waterfront rentals Jay
- Chalet rentals Orleans County
- Chalet rentals Vermont
- Chalet rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Jay Peak
- Bolton Valley Resort
- Zoo de Granby
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- Boyden Valley Winery & Spirits
- Mont-Orford National Park
- Parc Jacques-Cartier
- Bleu Lavande
- Elmore State Park
- Snow Farm Vineyard & Winery
- Spa Bolton
- Marais de la Rivière aux Cerises
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill
- Parc de la Pointe-Merry




