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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.

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Top guest favourite
A spacious outdoor area is visible, featuring a large tree providing shade. A gravel driveway leads to a charming cottage with a glass-covered porch. Nearby, a separate structure is partially visible, and several chairs are arranged for seating, inviting relaxation in the serene surroundings.
Cottage in Dunham
4.94 out of 5 average rating, 232 reviews

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.

Guest favourite
A warm living area is highlighted by natural wood paneling and a cozy woodstove. A coffee table is set with fresh fruit and drinks. A softly lit lamp beside a comfortable chair adds to the inviting atmosphere, while a door leads to a bedroom.
Cabin in Jeffersonville
4.93 out of 5 average rating, 200 reviews

Cozy two-bedroom cabin near Smugglers Notch

Our Two-Bedroom Cabins at Sterling Ridge Resort offer classic and family-friendly Vermont charm. Sleeping 4 (up to 6 with a sleeper sofa), these cozy log cabins are located throughout the property, featuring a warm wood interior, full kitchen, wood-burning stove or fireplace, and inviting living space. Enjoy a covered porch, charcoal grill, and private fire pit. Dog-friendly options available. Sterling Ridge Resort offers cabins and homes that sleep 1–14 and features great last-minute specials.

Top guest favourite
The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.
Chalet in Westfield
4.96 out of 5 average rating, 129 reviews

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.

Top guest favourite
A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.
Apartment in Newport
4.99 out of 5 average rating, 243 reviews

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.

Guest favourite
A modern kitchen features a central island with a concrete countertop and seating for three. Stainless steel appliances are positioned against a white tiled backsplash, with floating shelves displaying dishware. A large window invites natural light and offers views of the surrounding greenery.
Apartment in Bromont
4.96 out of 5 average rating, 258 reviews

851 condo in Bromont Vieux Village mountain view

Awesome private terrace ! Nice 2 bedrooms condo. 2 queens beds plus 1 sofa bed in the living room, a gaz fire place 1 full bathroom with ceramic shower. 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.

Top guest favourite
A townhouse is shown with a light-colored exterior and a sloped roof, surrounded by a grassy area. A tree with bare branches stands in the foreground, contrasting against a clear blue sky, suggesting a peaceful setting.
Townhouse in Stowe
4.98 out of 5 average rating, 266 reviews

Stowe 3BR Townhouse-Excellent location & amenities

Our townhouse is located just off the Mountain Road, between the picturesque village of Stowe and Mount Mansfield. On site amenities include indoor & outdoor pool, hot tub, sauna, tennis courts and game room. XC and alpine skiing, hiking, mt. biking, golf, and many cultural events are at your fingertips. We are just 200 yds. from the Bike Path, on the bus route to the Mountain, and within walking distance to fabulous restaurants. Come and enjoy the many special events Stowe has to offer.

Top guest favourite
The exterior of the condominium features a blend of grey and green siding, accented by vibrant red doors. A well-maintained landscape includes shrubs and ornamental plants surrounding the entrance. The pitched roof and decorative gables create an inviting architectural design against a backdrop of lush trees.
Townhouse in Jay
4.93 out of 5 average rating, 118 reviews

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.

Guest favourite
A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.
Chalet in Mansonville
4.87 out of 5 average rating, 398 reviews

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!

Top guest favourite
The chalet's inviting exterior features beautiful wooden walls and a warm red roof, harmonizing with the surrounding snowy landscape. A spacious deck wraps around the front, providing views of the trees and hillside, while a wooden stack is neatly arranged beneath it.
Guesthouse in Westfield
4.99 out of 5 average rating, 146 reviews

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.

Guest favourite
Home in Cowansville
4.86 out of 5 average rating, 145 reviews

Maison Greenwood CITQ 172351

It is in a warm ancestral setting that indelible memories will be forged. The Greenwood house is located in the heart of the beautiful Brome Missisquoi region. It is a haven of relaxation adorned with flowers and sumptuous sunsets. It is also a place of precious laughter both under the veranda and after the pool. Its vast bright rooms are full of calm and silence, and the conviviality of the living spaces brings a whole new dimension to the time we share there.

Guest favourite
The outdoor area features a heated lap pool surrounded by lush greenery and a well-kept lawn. An intimate patio area with lounge chairs and shaded umbrellas is visible, alongside a charming seating arrangement for gatherings. The elegant home serves as a backdrop to this serene setting.
Cottage in Hatley
4.9 out of 5 average rating, 175 reviews

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.

Top guest favourite
A spacious chalet is situated on a grassy slope, featuring a deck with red umbrellas. A staircase leads from the lawn to the entrance. A circular above-ground pool is positioned nearby, surrounded by trees, providing a serene outdoor setting.
Chalet in Lac-Brome
4.96 out of 5 average rating, 159 reviews

Family-friendly chalet / 5 bedrooms CITQ 299825

Welcome to our family haven, well located at Lake Brome, known for water sports as well as winter fun. Our cottage was built and designed especially for a family. It has 5 closed bedrooms, a full kitchen, wood-burning fireplace, large dining room and 2 full living rooms. A friendly place that is both relaxing and suitable for your family gatherings. Our chalet is very well located, close to Knowlton, a place to discover. Welcome to our home!!!

Popular amenities for Jay rentals with a pool

When is the best time to visit Jay?

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Avg. price$521 CAD$733 CAD$590 CAD$359 CAD$450 CAD$393 CAD$233 CAD$204 CAD$204 CAD$290 CAD$272 CAD$529 CAD
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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 $190 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 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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