Holiday rentals with a pool in Orleans County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Orleans County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Chalet in Westfield

4.97 out of 5 average rating, 88 reviews

Cozy Chalet at Jay Peak

The house is meticulously clean & set up with everything to make your stay cozy, comfortable & fun. Gas Fireplace, 5 Bedrooms, 2.5 Bathrooms, 2 separate Living Room areas. Large Deck with Gas Grill overlooks small brook. Private wooded setting 1/4 mi off Rte 242 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 only in large upstairs bedroom (king bed) with desk.

Guest favourite

Apartment in Burke

5 out of 5 average rating, 27 reviews

Ski-in Condo on Mountain Woodstove/Hot Tub Access

Relax with your whole family in this 2 bedroom 2 bath condo. Cozy up by the wood stove while enjoying the views off the deck of Willoughby Gap. Condo has all the amenities needed to unwind for a while! 3-minute walk to Burke Mountain Hotel, access to hotel amenities/ $5 per person, fitness center, pool, and hot tub! Short walk to Upper Mountain lift and ski/bike back to condo using condo connector trail. short walk to View Pub and the nostalgic Bear Den Bar! Weekly/Monthly Discounts available!

Guest favourite

Apartment in Newport

4.95 out of 5 average rating, 37 reviews

Cozy Lake Front Condo 30 minutes to Jay's Peak!

Welcome to the gorgeous views from Lake Memphremagog! It is an upstairs condo located in Newport Center, 3 miles from Newport, VT. This condo features two bedrooms and two bathrooms, offering a living area with an open kitchen/dining area and a bright living room that includes base board heating. The primary bedroom has an en-suite with a full bath, and there's an additional ¾ bath with laundry facilities. There is a deck that provides stunning lake views and the property has lake access!

Guest favourite

Villa in Hyde Park

4.97 out of 5 average rating, 38 reviews

Private Mountain Villa with Pool & 12 Acre Forest

Enjoy a private villa with 12 acres of forested land & heated swimming pool all to yourselves. Just 15 mins from Stowe, 40 mins from Jay Peak & 1 hr from Sugarbush. In fall, enjoy the explosions of yellow, amber and red from the copious maples, birches and oaks on the property, then take a scenic drive in the surrounding mountains. In summer you can hike through the woods, or climb the nearby mountains, and come home for a dip in the pool. Or just chill and watch the wildlife from the patio!

Guest favourite

Flat in Newport

4.99 out of 5 average rating, 177 reviews

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.

Guest favourite

Home in Westfield

4.98 out of 5 average rating, 45 reviews

Cheerful 3 bedroom mountain chalet

Spacious 3-bedroom home minutes from Jay Peak. Open living & dining room with wrap-around deck. Full kitchen with everything you need! Large basement with bar and extra space for sleeping. Access to community pool & tennis courts. Jay Peak Resort offers year-round fun: skiing, snowshoeing, indoor water park and surfing, golf course, indoor rock climbing, disc golf, hiking trails, and mountain biking. Two hours to Montreal. Come enjoy this space for skiing, summer fun, and fall leaf-peeping.

Guest favourite

Home in Lyndon

4.98 out of 5 average rating, 44 reviews

Newly Refreshed 3 BR, 2 Bath, Sleeps 8

1835 newly refreshed home. Located on 5 acres along the Passumpsic River. Minutes from Kingdom Trails and Burke Mountain. Well appointed kitchen. All bedrooms on the 2nd floor. Bed 1 - king Bed 2 - queen. Bed 3 - queen and full. Bonus area on main floor includes a daybed and a pull out ottoman. Keypad entry for self check in. High speed WIFI, Cable TV, games, fire pit, (chlorinated above ground pool in summer). Owner on site in private unit, offering full privacy but quick response.

Guest favourite

Apartment in Jay

4.92 out of 5 average rating, 155 reviews

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.

Guest favourite

Chalet in Westfield

4.91 out of 5 average rating, 77 reviews

The Shangri-la House

The Shangri-la House is an amazing 3 bedroom, 2 full bathroom chalet located in the Alpine Haven resort community in Northern Vermont. Guests of the house have access to the community pool, tennis court, volley ball court and hiking trails. The chalet is fully furnished, has high speed wi-fi, is dog friendly and is just 5 miles from The Jay Peak Ski, Golf and Indoor Water Park Resort. The chalet is also close to many restaurants the closest of which is .5 miles down the road.

Guest favourite

Guest house in Westfield

4.99 out of 5 average rating, 134 reviews

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.

Guest favourite

Apartment in Jay

5 out of 5 average rating, 31 reviews

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

Discover the charm of our Jay Peak Slopeside condo, arguably the best on the mountain. Right by ski lifts, trails, dining, and the Pump House water park, it's perfect for both excitement and relaxation. Inside, enjoy a warm living room, a welcoming dining area for special meals, and a renovated, well-stocked kitchen ready for your culinary adventures. Every corner is crafted for your comfort, making it the ideal spot for creating lasting memories with those you cherish.

Superhost

Apartment in Jay

4.89 out of 5 average rating, 37 reviews

True Ski-in Ski-out! Walk to hotel-waterpark-golf

This is the perfect mountain spot all-year-round! “The Shredquarters” is a true ski-in-ski out condo with a fully fitted kitchen, new furniture throughout, free Wi-Fi, in unit dryer and washer, a WFH desk setup, and more! Easy access to all, it’s a three minute walk to the hotel restaurants, spa, and pump house water park and ice rink, and a 7 min walk/2 min shuttle to the golf course. There is A/C for the summer and a cozy gas fireplace in the winter.