
Holiday rentals with a pool in Jay
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Jay

Total holiday rentals
Explore 20 holiday rentals in Jay

Nightly prices starting at
Jay holiday rentals start at ₹10,470 per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Jay holiday 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!
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.

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.

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets! **We recently added “The Loft” listing on the other side of the same property**

*10% off week*Cozy Lakeside Condo AND Heated Pool!
MINI BREAKS WELCOME! Welcome to our cozy two-bedroom condo featuring stunning views of Lake Memphremagog with a private balcony. Enjoy access to the lake and heated pool, open from Memorial Day through Labor Day. This first-floor (upper-level) condo offers two bedrooms and two bathrooms, along with a comfortable living space. The open-concept kitchen and dining area flow into a bright, inviting living room, complete with baseboard heating. PLEASE NOTE: There is NO AC in the summer.

Ski In Ski Out in style on Village Chair
This condo lies in the heart of the original Jay Village, offering flexible living space for a larger family or group and the best of Jay's ski-on ski-off locations. With a well stocked kitchen and central great living area as well as 5 bedrooms and a den, everyone can have the space that they need. Private entrance with a mud room and ski locker. Free parking. Access to the Jay Peak Resort facilities, including pool, water park and skating rink are available for a fee to the resort.

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

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!

L'Absolut Lac Champlain, Venise-en-Québec
Beautiful contemporary house, fully equipped. Private access to Lake Champlain with boat ramp. Perfect for a family vacation or with friends. Equipped with a conference room with Wi-Fi for professional meetings or teleworking. Large open area with entertainment such as pool table, foosball and a driving range. Ideal for summer water activities (kayaking and paddle boarding included) and/or winter activities such as ice fishing, snowmobiling, cross-country skiing and snowshoeing.

Cozy VT Getaway, Heated Pool, Sleeps 4
The Notchbrook Nook is nestled at the top of Notchbrook road in a group of condos that overlook beautiful views and is only minutes from Stowe Mountain Resort. The pool is open for summer months until Labor Day & reopens in late November for ski season. The Matterhorn restaurant sits at the bottom of the road and is a must experience Aprés spot. You are literally less than 10 mins from the slopes & downtown restaurants/shops. The condo and Notchbrook property are NON-smoking.

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.

North Hatley Pavilion Cottage - 2 Bedrooms
You'll love the Scandinavian chalet atmosphere with hot tub (May to October 30) and sauna—exclusive. Le Chalet is located in the most charming villages of the EasternTownships a short walk from the very large Lake Massawippi. Several water and sports activities are possible. The area is known for hiking and biking. The Chalet, adjacent to an ancestral house, offers you privacy, comfort, autonomy and proximity to activities as well as a forest trail.
Popular amenities for Jay rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

The Country House in the Mountains

Serene Mountain Studio Spruce Peak Lodge | 1328

EPIC Stowe Getaway - Great For Families & Friends

Jay Peak Chalet: Family Friendly |Hot Tub|Ski|Hike

Jay VT Farm House with Hot Tub

The Blue Mountain Lodge, 6 bedroom, 4 bathrooms...

Beautiful home with spa, pool, fire pit, game room
Apartment rentals with a pool

The Cozy Condo at Smuggs Resort!

Le Memphré Condo *Lakefront*

Waterfront condo with indoor and outdoor pool

The Memphré condo with pool

Ski in/out Condo @ The Lodge at Spruce Peak

CS301, a lakeside condo on Lake Memphremagog

Ski in Ski Out Bolton Valley Condo!

Classic ski town condo
Other holiday rentals with a pool

Sunset Cottage on the Richelieu River CITQ#302701

Treehouse, House & Spa. Sleeps 8.

Bike & Spa Getaway in Estrie

Orford Stopover

Stowe, Newly Renovated Topnotch Resort Townhouse

Studio Cabin near Smugglers Notch

Stowe 3BR Townhouse-Excellent location & amenities

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Prince Edward Holiday rentals
- Cottage rentals Jay
- House rentals Jay
- Villa rentals Jay
- Ski-in/ski-out rentals Jay
- Pet-friendly rentals Jay
- Flat rentals Jay
- Apartment rentals Jay
- Rentals with a hot tub Jay
- Family-friendly rentals Jay
- Cabin rentals Jay
- Waterfront rentals Jay
- Chalet rentals Jay
- Rentals with pools Orleans County
- Rentals with pools Vermont
- Rentals with pools United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Mont-Orford National Park
- Snow Farm Vineyard & Winery
- Spa Bolton
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Elmore State Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Mont Sutton Ski Resort
- Green River Reservoir State Park
- Little River State Park





