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 ﺩ.ﺇ 404 per night before taxes and fees
Verified guest reviews
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.

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Guest favorite

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

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.

ValueFamilyAccess

4.93 out of 5 average rating, 255 reviews

Top guest favorite

The heated in-ground pool is framed by a spacious patio, showcasing a view of the Richelieu River at sunset. Lush greenery surrounds the area, with a fence enhancing privacy. Comfortable seating arrangements are present near the pool, creating a welcoming outdoor space for relaxation.

Cottage in Noyan, Quebec

Sunset Cottage on the Richelieu River CITQ#302701

➡️MAXIMUM 6/7 PEOPLE ☀️The perfect escape for young families.🛶 Cozy cottage on the Richelieu River with a spectacular view. 🪵Waterfront, heated in-ground pool, air conditioning unit and fire pit. 4 kayaks and a canoe are available to guests. 🚣 🏡I am a natural-born hostess and have extended my love of hosting to my cottage rental The cottage is beautiful year-round 🌷☀️🍂❄️. The changing seasons offer guests different activities and highlights:it is always the perfect place to feel at home.

FamilyValueLong stay

4.98 out of 5 average rating, 332 reviews

Guest favorite

A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.

Home in Plainfield

Mountain View Farmhouse w/ Orchard, Pool is Open!

This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

FamilyLocationGetting around

4.82 out of 5 average rating, 153 reviews

Top guest favorite

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

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.

LocationValueWifi

4.97 out of 5 average rating, 147 reviews

Guest favorite

Loft in Magog

Le Petit Prince - O'Berge du Village Magog

Condo de style studio au bord du majestueux Lac memphrémagog, à deux pas du centre-ville de Magog et de ses plus beaux attraits. Restaurants, plages, activitées nautiques, sentiers et pistes cyclables vous attendent. Amoureux de l'hiver? Venez skier sur l'une des plus belles montagne en Estrie, celle du Mont Orford, que vous trouverez à quelques minutes. Cuisine toute équipée Wifi/Cable Foyer int Espace BBQ Piscine int et ext Spa/Sauna Gym Buanderie Aire de jeux Plage privée Vue sur l'eau

FamilyLocationLong stay

4.81 out of 5 average rating, 100 reviews

Top guest favorite

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

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.

ValueFamilyAir conditioning

4.99 out of 5 average rating, 287 reviews

Guest favorite

Home in Cowansville

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.

ValueFamilyNearby

4.85 out of 5 average rating, 157 reviews

Top guest favorite

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

Chalet familial / 5 chambres CITQ 299825

Bienvenue dans notre havre familial bien situé au lac brome, connu pour les sports nautiques ainsi que pour les plaisirs hivernales. Notre chalet a été construit et pensé spécialement pour une famille. Il comporte 5 chambres fermées, cuisine complete, foyer au bois, grande salle à manger et 2 salons complets. Un endroit convivial à la fois relaxant ou pour vos réunions familiales. Notre chalet est tres bien situé, tout près de Knowlton, un endroit à découvrir. Bienvenue chez nous!!!

FamilyLocationParking

4.97 out of 5 average rating, 182 reviews

Top guest favorite

Condo in Newport

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.

ValueFamilyTV

4.97 out of 5 average rating, 112 reviews

Guest favorite

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

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.

FamilyValueKitchen

4.93 out of 5 average rating, 123 reviews

Guest favorite

A cozy living area features a built-in conversation pit surrounding a modern fireplace. Natural light streams in from large windows, illuminating comfortable seating adorned with colorful cushions. Wooden bookshelves filled with books create a warm and inviting backdrop.

Townhouse in Stowe

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!

ValueLocationNearby

4.94 out of 5 average rating, 158 reviews

Guest favorite

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

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!

LocationValueOutdoor spaces

4.86 out of 5 average rating, 416 reviews