
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 $195 NZD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Jay holiday 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.

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.

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 two-bedroom cabin near Smugglers Notch
Our Two-Bedroom Cabins at Sterling Ridge Resort offer classic and family-friendly Vermont charm. Sleeping 4 (up to 6 with a sleeper sofa), these cozy log cabins are located throughout the property, featuring a warm wood interior, full kitchen, wood-burning stove or fireplace, and inviting living space. Enjoy a covered porch, charcoal grill, and private fire pit. Dog-friendly options available. Sterling Ridge Resort offers cabins and homes that sleep 1–14 and features great last-minute specials.

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.

Cozy Lakeside Condo and Heated Pool! 10% off week
SUMMER 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.

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.

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.

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.

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

ML home w beach, great views, hot tub, Pool/gym!

Mountain View Farmhouse w/ Orchard, Pool is Open!

Award-Winning 1842 Stone Estate | Pool & Sauna

SnowDream Chalet - Jay Peak 4 miles!

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

Sugar House Homestead: A Perfect Retreat

EPIC Stowe Getaway - Great For Families & Friends

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

Rest between Lake and Mountain, entire condo

Cozyluxe! Chic and warm condo with hot tubs!

The Memphré condo with pool

Waterfront condo with indoor and outdoor pool

Cute two bedroom condo close to Stowe Mountain

3 bedroom condo with fireplace, 837 Shefford Suite 200

Waterfront condo in Magog

Ski in/out Condo @ The Lodge at Spruce Peak
Other holiday rentals with a pool

Cozy Ski-in/Ski-out Jay Peak Mountain Condo

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

Bike & Spa Getaway in Estrie

Sunset Cottage on the Richelieu River CITQ#302701

Jay Peak Chalet - 4 miles to Jay

Secluded Cabin Getaway Mountain Lake Community!

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

Off-Grid Mini Cabin Escape | Pool & Stargazing
When is the best time to visit Jay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $929 NZD | $942 NZD | $731 NZD | $468 NZD | $587 NZD | $513 NZD | $303 NZD | $266 NZD | $266 NZD | $378 NZD | $355 NZD | $690 NZD |
| 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 |
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- Rentals with pools Orleans County
- Rentals with pools Vermont
- Rentals with pools United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Spa Bolton
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Cochran's Ski Area
- Ethan Allen Homestead Museum





