
Vacation rentals with a pool in Jay
Find and book unique homes with a pool on Airbnb
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 $110 per night before taxes and fees

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Over 1,810 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
20 of Jay vacation rentals include wi-fi 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.

Pavillon-chalet North Hatley- 2 chambres
Vous aimerez vous retrouvez dans une ambiance de chalet scandinave avec spa (mai à 30 oct) sauna, exclusif. Le Chalet est situé dans le plus charmant des villages des Cantons-de-l'Est à quelques pas du très grand lac Massawippi. Plusieurs activités nautiques et sportives y sont possibles. La régions est reconnue pour les randonnées à pied et en vélos. Le Chalet, adjacent à une maison ancestrale, vous offre intimité, confort, autonomie et proximité des activités de même qu'un sentier en forêt.

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**

Maison Greenwood CITQ 172351
C'est dans une chaleureuse ancestrale que des souvenirs indélébiles se forgeront. La maison Greenwood est située au coeur de la magnifique région de Brome Missisquoi. C'est un havre de détente orné de fleurs et de somptueux couchers de soleil. C'est aussi un lieu de rires précieux tant sous la véranda qu'après de la piscine. Ses vastes pièces lumineuses sont empreintes de calme et de silence et la convivialité des espaces de vie apporte une tout autre mesure au temps que l'on y partage.

Fall Peeping and/or SKI 30 minutes Jay's Peak!
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 - 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.

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!

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.

3-bedroom house 915A Shefford mountain view
House for 10 people , 3 bedrooms, 3 queens beds plus2 sofas beds , 2,5 bathroom, private hot tub. nice mountain view. Private fire pit. Walking distance to restaurants and shops downtown Bromont. 3-4 minutes driving distance to the ski hill and aquatic park. 5 minutes driving distance to Centre équestre de Bromont. 15 minutes driving distance to Granby zoo. There is 2 hot tubs available all year from 9:00 to 22:00 and a heated salted pool from June 1st to September 15th.
Popular amenities for Jay rentals with a pool
House rentals with a pool

L'Absolut Lac Champlain, Venise en Québec

Serene Mountain Studio Spruce Peak Lodge | 1328

The Country House in the Mountains

Mountain View Farmhouse w/ Orchard, Pool is Open!

EPIC Stowe Getaway - Great For Families & Friends

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

Jay VT Farm House with Hot Tub

Jay Peak Chalet: Family Friendly |Hot Tub|Ski|Hike
Condo rentals with a pool

Condo bord de l'eau avec piscine intérieure et ext

Ski in/out Condo @ The Lodge at Spruce Peak

The Cozy Condo at Smuggs Resort!

Condo Le Memphré *Bord de Lac*

Ski in Ski Out Bolton Valley Condo!

Le condo du Memphré avec piscine

Le CS301, condo au bord du lac Memphrémagog

In Smuggs 5* 6 Daycations daily inc. Mtn. View!
Other vacation rentals with a pool

Escale vélo & Spa en Estrie

Treehouse, House & Spa. Sleeps 8.

Sunset Cottage on the Richelieu River CITQ#302701

Chalet familial / 5 chambres CITQ 299825

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS

Chalet Jay | 7 Min to Jay Peak | Sleeps 8

Family Friendly l Peak + Pine l 10 min Jay Peak
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- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Mont-Orford National Park
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