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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
4.93 out of 5 average rating, 217 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 serene view of rolling mountains is captured during sunset, with soft hues of orange and purple filling the sky. Lush treetops in the foreground provide a natural frame, highlighting the beauty of the landscape and creating a peaceful atmosphere.
Guest suite in Hyde Park
4.85 out of 5 average rating, 279 reviews

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!

Superhost
A bright living area is presented with large windows, allowing natural light to fill the space. A modern sectional sofa is arranged around a wooden coffee table. A flat-screen TV is mounted on the wall, above a cozy fireplace with a stone surround.
Guesthouse in Magog
4.86 out of 5 average rating, 202 reviews

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!

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, 112 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, 220 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 balcony features two canvas chairs positioned on a wooden deck. A view of vibrant autumn foliage is visible, with trees displaying shades of orange and yellow against a clear blue sky and scattered clouds.
Condo in Jay
4.92 out of 5 average rating, 170 reviews

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.

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, 387 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
A charming guest house with wooden walls and a red metal roof is surrounded by vibrant fall foliage. The porch features a decorative railing, and large windows allow natural light to fill the interior. The entrance is set back from a cobblestone path lined with grass.
Guesthouse in Westfield
4.99 out of 5 average rating, 142 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.

Superhost
A well-lit room features a spacious bed adorned with soft pillows. A wooden desk with chairs is positioned against one wall, complemented by framed artwork. Sheer curtains allow natural light to soften the space, while a small plant adds a touch of greenery.
Apartment in La Haute-Yamaska
4.81 out of 5 average rating, 105 reviews

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.

Superhost
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, 166 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 calm bedroom features a spacious bed with neutral-toned pillows arranged neatly. Soft natural light filters through sheer curtains, illuminating the space. A small side table holds a plant and a lamp, while a stylish woven chair offers additional seating.
Condo in Magog
4.87 out of 5 average rating, 118 reviews

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. *

Top guest favourite
Directional signs are positioned on a pole against a vibrant sunset backdrop. The signs indicate various nearby locations, with a gradient of warm colors filling the sky, creating a serene transition from day to night.
Condo in Jay
4.99 out of 5 average rating, 134 reviews

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

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Orleans County
  5. Jay
  6. Rentals with pools