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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Guest favorite

Cottage in Dunham

4.93 out of 5 average rating, 214 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 favorite

Guest suite in Hyde Park

4.85 out of 5 average rating, 271 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!

Top guest favorite

Chalet in Westfield

4.95 out of 5 average rating, 108 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 favorite

Apartment in Newport

4.99 out of 5 average rating, 213 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 favorite

Condo in Jay

4.92 out of 5 average rating, 167 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 favorite

Chalet in Mansonville

4.87 out of 5 average rating, 386 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!

Guest favorite

Home in Magog

4.95 out of 5 average rating, 326 reviews

Lake & Mountain View Bed & Breakfast Heated Pool

Seeking an escape in the EasternTownships? Look no further. Two-storey design loft well located & features unsurpassed views of lake, open plan layout, grand windows & skylights. Outdoor furniture, rooftop with views, fire pit. 5mins to Orford, Sepaq. Equipped with modern furniture, all you need for cooking, pillowtop bed, bathrobe, AppleTV\Wifi\Netflix. Modern B&B|self catered| Granola, Nespresso coffee & tea. *pool open but noguaranteed heating after Sept 1st. Currently no AC.

Top guest favorite

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.

Guest favorite

Cottage in Hatley

4.91 out of 5 average rating, 162 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.

Guest favorite

Home in Cowansville

4.86 out of 5 average rating, 136 reviews

Maison Greenwood CITQ 172351

It is in an ancestral warmness that indelible memories will be forged. The Greenwood House is located in the heart of the beautiful area of Brome Missisquoi. 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 spacious bright rooms are full of calm and silence and the conviviality of living spaces brings a whole new measure to the time shared.

Guest favorite

Condo in Magog

4.87 out of 5 average rating, 112 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. *

Guest favorite

Condo in Orford

4.84 out of 5 average rating, 210 reviews

Cozyluxe! Chic and warm condo with hot tubs!

Kick back and relax in this warm, stylish condo. You will enjoy all the comfort and amenities necessary for a pleasant time cocooning with views of nature. The kitchen has all the amenities you need to prepare your delicious meal. Why not a good fondue, raclette or a slow-cooking dish with the programmable slow cooker. Also welcome to people who want to work in peace (furnished office and Internet included)