
Holiday rentals with a pool in Jay
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Jay

Total holiday rentals
Explore 20 holiday rentals in Jay

Nightly prices starting at
Jay holiday rentals start at €94 per night before taxes and fees

Verified guest reviews
Over 1,810 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Jay holiday 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!
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.

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.

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

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.

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.

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 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.

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!

L'Absolut Lac Champlain, Venise-en-Québec
Beautiful contemporary house, fully equipped. Private access to Lake Champlain with boat ramp. Perfect for a family vacation or with friends. Equipped with a conference room with Wi-Fi for professional meetings or teleworking. Large open area with entertainment such as pool table, foosball and a driving range. Ideal for summer water activities (kayaking and paddle boarding included) and/or winter activities such as ice fishing, snowmobiling, cross-country skiing and snowshoeing.

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.

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.

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
House rentals with a pool

The Country House in the Mountains

EPIC Stowe Getaway - Great For Families & Friends

Serene Mountain Studio Spruce Peak Lodge | 1328

Jay VT Farm House with Hot Tub

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

Jay Peak Chalet: Family Friendly |Hot Tub|Ski|Hike

Award-Winning 1842 Stone Estate | Pool & Sauna

4-season swimming pool, hot tub & sauna nestled in the forest!
Apartment rentals with a pool

Le Memphré Condo *Lakefront*

Cozy VT Getaway, Heated Pool, Sleeps 4

The Memphré condo with pool

Cozyluxe! Chic and warm condo with hot tubs!

CS301, a lakeside condo on Lake Memphremagog

3 bedroom condo with fireplace, 837 Shefford Suite 200

Waterfront condo with indoor and outdoor pool

3rd Floor Studio @ The Lodge at Spruce Peak
Other holiday rentals with a pool

Treehouse, House & Spa. Sleeps 8.

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!

Condo Magog, distance walk from city center,

Stowe, Newly Renovated Topnotch Resort Townhouse

Le Champlain de Bromont, unit 104

Le Noyan - Luxurious 6-Bedroom Getaway

North Hatley Pavilion Chalet - 2 bedrooms

Peak & Pine 10 minutes to Jay Peak + Fireplace
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- Rentals with pools Orleans County
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- Rentals with pools United States
- 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
- Spa Bolton
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Pump House Indoor Waterpark
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Ethan Allen Homestead Museum





