Holiday rentals with a pool in Orleans County

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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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Top guest favourite
A serene view of rolling mountains is captured during sunset, with soft hues of orange and purple filling the sky. Lush treetops in the foreground provide a natural frame, highlighting the beauty of the landscape and creating a peaceful atmosphere.
Guest suite in Hyde Park
4.86 out of 5 average rating, 290 reviews

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!

Guest favourite
The living room features a cozy gas fireplace framed by light-colored wood. Large windows allow natural light to fill the space, highlighting a green sofa set and a rustic rocking chair. A wooden coffee table and two log-style stools complete the inviting atmosphere.
Flat in Jay
4.82 out of 5 average rating, 11 reviews

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

Ski-in/ski-out spacious 2 bed/2 bath condo at Jay Peak. Beautifully appointed with gas fireplace, view of mountain from living room and sunrise from bedrooms. Family friendly. Private entrance with boot room. Access Racoon Run & Village Double. Centrally located at Tramside base and restaurants, Ice Haus, waterpark, Nordic Trails (all 2-5 minute walk). 1/2 mile from golf course. All Slopeside advantages, with a nicer condo! Access to pool, hot tub, and fitness center for fee through resort.

Top guest favourite
The living room features tall windows that provide ample natural light and overlook the surrounding wooded area. A stone fireplace is flanked by a television and cozy seating options, including a leather sofa and lounge chairs. A patterned rug adds texture to the wooden floor.
Chalet in Westfield
4.96 out of 5 average rating, 122 reviews

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.

Guest favourite
A cozy living area features a sectional sofa with dark leather cushions and a tufted ottoman on a decorative rug. A colorful piece of wall art adds visual interest, while a kitchen counter with bar seating is visible in the background, equipped with modern appliances.
Apartment in Burke
4.86 out of 5 average rating, 22 reviews

Cozy Mountainside Condo

Welcome to the beautiful NEK! This charming one-bedroom, one-bath condo on Burke Mountain is centered in of one of the finest four-season recreational areas in the world. It’s a two-minute walk to the Mid-Burke Express chairlift and the Burke Mountain resort hotel, restaurants, pool, hot tub, and gym. Just downhill from the patio (with a view) is the Roly Grail mountain bike trail, which is part of the world-renowned Kingdom Trails network. A perfect base camp for your mountain activities.

Top guest favourite
A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.
Flat in Newport
4.99 out of 5 average rating, 237 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.

Superhost
An open-plan living area features a comfortable brown sofa with a patterned throw, a wooden dining table, and a well-equipped kitchen. Large windows allow natural light to fill the space, while brick accents and warm tones contribute to a cozy atmosphere.
Apartment in Burke
4.88 out of 5 average rating, 33 reviews

Amazing ski-ride-bike - rental, Burke Mt, VT -w-AC

Incredible mt biking, air conditioned, Mountainside Spruce Woods complex, this open-plan one-bedroom condo features a woodstove for cozy evenings and a screened balcony and AC for warmer weather. It sleeps four comfortably on one queen bed and one queen pull out couch and one regular couch, amazing mt biking close to trail for skiing and boarding exciting mt biking trails through out burke mt and kingdom trails with chair lifts and shuttles to bring you to the top to ride again and again

Top guest favourite
A bright living room features large windows overlooking the lake, allowing natural light to fill the space. A comfortable seating area includes a cream-colored sofa and an armchair. A round coffee table sits in the center, while a warm, inviting fireplace adds a cozy touch.
Apartment in Newport
4.96 out of 5 average rating, 83 reviews

Jay's Peak only 30 minutes AND Cozy Lakeside Condo

Welcome to our cozy two bedroom condo with the gorgeous views of Lake Memphremagog! The SNOW is FANTASTIC at the moment! Are you ready for some winter fun? The reindeer farm is close by and sleigh rides in the North East Kingdom are on our doorstep! Skiing in the area, ONLY 30 minutes from Jay's Peak! This upstairs 1st floor 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.

Top guest favourite
A balcony features two canvas chairs positioned on a wooden deck. A view of vibrant autumn foliage is visible, with trees displaying shades of orange and yellow against a clear blue sky and scattered clouds.
Apartment in Jay
4.92 out of 5 average rating, 175 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.

Top guest favourite
Chalet in Westfield
5 out of 5 average rating, 13 reviews

Peak + Pine Chalet 10 minutes to Jay Peak

Escape to this charming , recently renovated, chalet nestled in the serene woods the Northeast Kingdom of Vermont. Perfect for families or small groups, it boasts a cozy living area with vaulted ceilings, a fully equipped kitchen, and a private deck overlooking nature. Enjoy year-round activities with Jay Peak Resort just 10 minutes away, offering skiing in winter and hiking in summer. Relax in the peaceful surroundings and make lasting memories in this inviting mountain retreat.

Guest favourite
The chalet is framed by lush greenery, showcasing a large deck and unique architecture. A fire pit is positioned in the foreground, surrounded by rocks, while two drinks are placed on a log, inviting guests to relax in the natural setting.
Chalet in Westfield
4.9 out of 5 average rating, 94 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.

Top guest favourite
The chalet's inviting exterior features beautiful wooden walls and a warm red roof, harmonizing with the surrounding snowy landscape. A spacious deck wraps around the front, providing views of the trees and hillside, while a wooden stack is neatly arranged beneath it.
Guest house in Westfield
4.99 out of 5 average rating, 146 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
A three-story chalet is nestled among trees, with a snow-covered exterior. A large front deck features white railings, providing a cozy entry point. Snow blankets the ground, highlighting the peaceful winter setting.
Chalet in Westfield
4.82 out of 5 average rating, 17 reviews

Chalet Jay

Our cozy 3-bedroom, 2.5-bath chalet is just 7 minutes from Jay Peak Ski & Golf Resort. Enjoy a fully stocked kitchen, gas fireplace, Bluetooth stereo, smart TVs, premium mattresses, luxurious linens, and large picture windows. Outdoor amenities include a gas grill, seasonal pool, tennis courts, hiking/snowshoe trails, Frisbee golf, playground, and park. With a backup generator and peaceful surroundings, it’s the perfect spot for relaxation or adventure. Book your stay today!

Popular amenities for Orleans County rentals with a pool