
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.

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.

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!

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.

Cozy Lakeside Condo and Heated Pool!
Welcome to our cozy two-bedroom condo featuring stunning views of Lake Memphremagog! Step out onto the private balcony to take in the scenery, or enjoy access to the 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.

Château Chavis
Indulge in a serene retreat at Chateau Chavis, a captivating and picturesque residence nestled on over ten acres of tranquil rural land in Johnson, Vermont. Conveniently situated just twenty minutes from Stowe and twenty-five minutes from Smugglers Notch, Chateau Chavis offers easy access to breathtaking waterfalls, scenic hiking trails, and the rail trail. Regardless of the season, this idyllic haven serves as an ideal destination for a staycation or a quintessential Vermont vacation.

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.

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!

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.

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.
Popular amenities for Jay rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

SnowDream Chalet - Jay Peak 4 miles!

4-season swimming pool, hot tub & sauna nestled in the forest!

Sugar House Homestead: A Perfect Retreat

EPIC Stowe Getaway - Great For Families & Friends

Lakehouse pool central location
Condo rentals with a pool

Cozy 2 bed, 2Bath, pool, amazing location!

The Memphré condo with pool

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Ô SALVIA: A STONE'S THROW FROM LAKE MEMPHRÉMAGOG

The Cozy Condo at Smuggs Resort!

Cozy urban condo Orford – Magog with hot tubs!

In Smuggs 5* 6 Daycations daily inc. Mtn. View!

Cozy Little Mountain Condo at BV Ski Resort
Other vacation rentals with a pool

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Stowe Cottage, Private 34 acres, Lake, 5 mins town

European style chalet with 2 bedrooms/EV charger

Jay Peak Chalet - 4 miles to Jay

Nice cottage in the center of Dunham

Toll House: Mtn Views, hiking/biking, ski in/out,

Ski in/ski out Jay Peak condo with view of slopes

The little school at Owl's Head
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$109,605 GYD | G$111,069 GYD | G$86,178 GYD | G$55,221 GYD | G$69,235 GYD | G$60,450 GYD | G$35,768 GYD | G$31,376 GYD | G$31,376 GYD | G$44,553 GYD | G$41,834 GYD | G$81,367 GYD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
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 G$23,009 GYD per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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!
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- Rentals with pools Orleans County
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- Rentals with pools United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Zoo de Granby
- Ski Bromont
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Jay Peak
- University of Vermont
- Pump House Indoor Waterpark
- Elmore State Park
- Spa Bolton
- Snow Farm Vineyard & Winery
- Mont-Orford National Park
- Cold Hollow Cider Mill
- Kingdom Trails
- Fairbanks Museum & Planetarium
- Bleu Lavande
- Cochran's Ski Area
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Ethan Allen Homestead Museum
- Parc de la Pointe-Merry





