
Holiday rentals with a pool in Jay
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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.

Private Suite in the Green Mountains
Relax in a country setting, centrally located to Vermont attractions. This private apartment in the trees boasts three beds and a full kitchen. With views of the Green Mountains, you will be a short drive away from quaint towns, skiing, breweries, hiking, and swimming. On the property, enjoy the fresh mountain air, changing leaves, and local flora and fauna. In summer, cool off after a hike or bike in the shared pool. In winter, you're 15 minutes to Mad River Glen and 30 to Sugarbush Ski Resort.

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!

Secluded Paradise on the Connecticut River, VT
Close to heaven for artists and nature lovers. Guest space is the entire first floor of 47' round house with six foot picture windows which allow a 180 degree views on a private half mile on the Connecticut River. Extensive gardens, 30' private guest porch overlooking sandy beach and natural swimming vortex. 4 kayaks, firepit on river's edge, rope hammocks on riverbank. Northlight studio, queen bed ,and foldout couch,divided from bedroom by curtains. Small kitchenette and dining room 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.

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.

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!

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.

Cozy VT Getaway, Heated Pool, 3mi Stowe Mtn, WiFi
The Notchbrook Nook is nestled at the top of Notchbrook road in a group of condos that overlook beautiful views and is only minutes from Stowe Mountain Resort. The pool is open for summer months until Labor Day & reopens in late November for ski season. The Matterhorn restaurant sits at the bottom of the road and is a must experience Aprés spot. You are literally less than 10 mins from the slopes & downtown restaurants/shops. The condo and Notchbrook property are NON-smoking.

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

Award-Winning 1842 Stone Estate | Pool & Sauna

L'Absolut Lac Champlain, Venise-en-Québec

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Charming Sugarbush Standalone Condo

Beautiful home with spa, pool, fire pit, game room

EPIC Stowe Getaway - Great For Families & Friends

Relaxation in the heart of the forest

The Blue Mountain Lodge, 6 bedroom, 4 bathrooms...
Apartment rentals with a pool

3rd Floor Studio @ The Lodge at Spruce Peak

Waterfront condo with indoor and outdoor pool

Sugarbush Mountainside Retreat - Ski in Ski out

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!
Other holiday rentals with a pool

Slopeside Bolton Valley Studio

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS

Jay Peak Chalet - 4 miles to Jay

Edelweiss! Ski Chalet: 5 Bed, 5 Mins to Jay Peak!

Cozy Lakeside Condo 30 minutes JAYS PEAK SKI

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

The Chalet Getaway,3 Baths, 5 Bedrooms,12 Beds

True Ski-in Ski-out! Walk to hotel-waterpark-golf
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $492 SGD | $693 SGD | $558 SGD | $339 SGD | $425 SGD | $371 SGD | $220 SGD | $193 SGD | $193 SGD | $274 SGD | $257 SGD | $500 SGD |
| 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 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 $180 SGD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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




