
Vacation rentals with a pool in Jay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jay
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Quiet stay on 76 acres land with pool!
Please read complete description before you book. A short 1 hr. car ride from Mtl will bring you to the picturesque Eastern Townships. This beautiful little century home is located on 76 acres with a forest and meandering streams. The in-ground swimming pool is open from June till September (it's not heated). The house is bright, clean and has a comfy feel to it. It’s fully equipped kitchen, veranda, BBQ, and the campfire is quite the treat. Trails from the backyard will take you into the woods.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

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.

The House of the Setting Sun, Private Apartment
The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Ski in Ski out - fantastic location on the trail
This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

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!

Beautiful Chalet minutes to Jay Peak Resort
Our guest house "Le Petit Chalet" is only a few years old, has very beautiful wooden walls and floors, and is both elegant and warm. We love all dogs and your well behaved pet is welcome The house is very comfortable, with all utilities big and small including coffee machine, nespresso machine, food processor, etc Jay Peak is the best ski resort of the East, guaranteed the best snow no matter the conditions. Great for skiing and snowboarding, on the slopes and in the glades.

Estrie and fullness
This beautiful home will be a little corner of well-being and rest for sure! Spacious, trendy, stylish, fully equipped! Perfect place for workers, sports enthusiasts or simply to have a pied-à-terre and visit our beautiful tourist region: outdoor activities, microbreweries, vineyards and more. (See tourist guide) 3 min from the highway. Central. 15 min to Bromont, Cowansville, Granby. Private entrance, closed bedroom, full bathroom and laundry, fully equipped kitchenette.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Home Run condo near Toll House base
Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Waterfront condo with indoor and outdoor pool
Welcome to our modern and cozy condo, ideally located in the heart of Magog, directly on the edge of beautiful Lake Memphremagog. Enjoy a peaceful setting and stunning views of the water, while being steps from the best restaurants and shops in the city center. Whether you're looking to relax or adventure this place is the perfect getaway. * be CAREFUL, the indoor pool will be closed for work between April 15, 2025 and May 5, 2025. *

Jay Peak Ski in Ski out Condo
Bright and spacious 2 Bedroom ski in ski out condo located just off Grammy Jay. Our location offers lovely views of the surrounding valley and of the summit of Jay. The condo is kid-friendly and cozy a great place to retreat to after a day of skiing.
Popular amenities for Jay rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard White Christmas

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

SnowDream Chalet - Jay Peak 4 miles!

The Vista - 180º Mt. views w/Pool 12min to Stowe

Beautiful home with spa, pool, fire pit, game room

4-season swimming pool, Spa & Sauna nestled in the Forest!

EPIC Stowe Getaway - Great For Families & Friends
Condo rentals with a pool

Le Mignon 4 seasons-Memphrémagog

3rd Floor Studio @ The Lodge at Spruce Peak

Cozyluxe! Chic and warm condo with hot tubs!

Cozy 2 bed, 2Bath, fireplace, amazing location!

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Ô SALVIA: A STONE'S THROW FROM LAKE MEMPHRÉMAGOG

The Cozy Condo at Smuggs Resort!

Totally stunning condo minutes to everything Stowe
Other vacation rentals with a pool

Summer, Ski, Snowmobile Condo on Lake Front Resort

Loft at the prestigious Lac Memphremagog

L'Absolut Lac Champlain, Venise-en-Québec

Folie d'O, Sauna,Spa,Lac,gym

Jay Peak Chalet - 4 miles to Jay

Merry Sud Suite-Condo with Indoor Pool and Spa

The Gîte des Sœurs Racines

Stowe Village Rec Path Retreat + 5mi to Mtn!
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $535 CAD | $752 CAD | $606 CAD | $369 CAD | $462 CAD | $403 CAD | $239 CAD | $209 CAD | $209 CAD | $395 CAD | $420 CAD | $544 CAD |
| Avg. temp | -8 °C | -7 °C | -1 °C | 6 °C | 13 °C | 18 °C | 20 °C | 19 °C | 15 °C | 8 °C | 2 °C | -5 °C |
Quick stats about vacation rentals with a pool in Jay

Total vacation rentals
Explore 20 vacation rentals in Jay

Nightly prices starting at
Jay vacation rentals start at $154 CAD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Jay vacation rentals include wifi access

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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- Rentals with pools Orleans County
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- Rentals with pools United States
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Amazoo Park
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Val Caudalies - Vignoble & Cidrerie
- Le Club De Golf Memphrémagog
- Vignoble Domaine Bresee
- Domaine du Ridge
- Vignoble de la Bauge
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Vignoble Clos Ste-Croix Dunham
- Vignoble La Grenouille




