
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!

Lakeview Loft with heated pool
Seeking an escape in the Eastern Townships? Look no further, 2 storey loft centrally located. Beautiful condo with lots of windows to take in the views! Large private patio. Access common area with outdoor furniture, bbq and heated pool. Pool open but not heated yet. Steps away from the Memphremagog lake, downtown Magog & 5 mins away from Sepaq Orford. Equipped with modern furniture, all you need for cooking, pillowtop bed, Wifi/Netflix. Come enjoy a stylish experience at the lakeview loft!

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.

Hatley House - Pool, Garden, Cycling
Welcome to Maison Hatley, built in 1884, which combines elegance and modern comfort to offer you a unique countryside experience. You will be charmed by the outdoor area, featuring a fabulous 42 foot long heated lap pool and a summer lounge that allows for pleasant meals sheltered from rain and mosquitoes. The cozy beds, the large kitchen with its central island, and the 2 living rooms with gas and wood fireplaces will make your stay as comfortable as a hotel.

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

The House at Mont Pinacle

Mountain View Farmhouse w/ Orchard White Christmas

Eastern Townships Luxe Stone Estate - Private Pool

Maison Greenwood CITQ 172351

SnowDream Chalet

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

Luxury 1 Bedroom at Topnotch Resort!

Cozyluxe! Chic and warm condo with hot tubs!

2 bed, 2Bath, New AC, fireplace, amazing location!

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Ô SALVIA: A STONE'S THROW FROM LAKE MEMPHRÉMAGOG

3 bedroom condo with fireplace, 837 Shefford Suite 200

The Cozy Condo at Smuggs Resort!
Other vacation rentals with a pool

Summer, Ski, Snowmobile Condo on Lake Front Resort

Chalet at Val-TOUT NEUF *Bord lac Memphrémagog*

Loft at the prestigious Lac Memphremagog

Paradis a Potton

Stowe Cottage, Private 34 acres, Lake, 5 mins town

The best spot for fall foliage

Jay Peak Chalet - 4 miles to Jay

Stowe Village Rec Path Retreat + 5mi to Mtn!
Quick stats about vacation rentals with a pool in Jay
Total rentals
20 properties
Nightly prices starting at
$154 CAD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Rentals with pools Orleans County
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- Rentals with pools United States
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Owl's Head
- Amazoo Park
- Ski Bromont
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Mont Sutton Ski Resort
- Sherbrooke Golf Club
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Burlington Country Club
- Ethan Allen Homestead Museum
- Val Caudalies - Vignoble & Cidrerie
- Domaine Cotes d'Ardoise - Winery & Cidery
- Domaine du Ridge
- Boyden Valley Winery & Spirits
- Vignoble Domaine Bresee
- Vignoble de la Bauge
- Snow Farm Vineyard & Winery
- Vignoble La Grenouille