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Holiday rentals with a pool in Waitsfield

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waitsfield

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

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Guest favourite
A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.
Home in Warren
4.83 out of 5 average rating, 126 reviews

Charming Sugarbush Standalone Condo

Situated on the mountain with a panoramic view, this stand alone condo - ski-on/ski-off (winter) / spectacular vistas (fall) / Mad River fun (summer) / blissful bloom (spring) - will be your home away from home. This spacious, three-floored home is filled with light and great for couples, families, business travelers, or solo adventurers. Friendly property manager, Constancia is able to greet guests and offer recommendations. Please find our cleaning protocol in "Other things to note" section.

Guest favourite
A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.
Guest suite in Starksboro
4.94 out of 5 average rating, 126 reviews

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.

Superhost
A modern kitchen space is visible, featuring an oven toaster, coffee maker, and microwave. A sleek countertop is paired with a wooden bench along the wall. Three framed prints depict mountain landscapes with warm sunset tones, enhancing the updated ambiance of the area.
Flat in Warren
4.8 out of 5 average rating, 15 reviews

Sweet Updated 1B Condo on Access Road- Powderhound

Close to everything! We're located at the base of Sugarbush Access Road - Catch the resort shuttle right out your door! Across the street from the Mad River if you want to take a dip or catch a fish. Across the parking lot from Decor Restaurant & Bar. Down the road from SB Golf course. Super close to mountain bike trails & bike shuttle. Warren offers TONS of great hiking, biking, swim holes, etc. Our place is recently updated. Clean & Cozy. Murphy bed. Pullout couch & chair. Remodeled bath.

Superhost
An inviting living space showcases a green sectional sofa alongside a cozy chair. A modern TV is mounted above a white fireplace, with natural light illuminating the room through the nearby window. A wooden dining table with red chairs is positioned in the foreground.
Apartment in Waitsfield
4.92 out of 5 average rating, 12 reviews

Cozy Updated Condo Near It All!

This beautifully updated 1-bedroom+loft, 1-bath condo offers a perfect blend of modern comfort and mountain charm. Located just minutes from everything the area has to offer. Whether you're hitting the slopes for a day of skiing, exploring scenic hiking trails, or enjoying a round of golf, you're just moments away from it all. Inside, the condo features sleek, updated finishes throughout, with a super cozy living area that is perfect for relaxing after a long day enjoying this beautiful area!

Top guest favourite
Snow-covered grounds are visible, framed by tall evergreen trees. In the background, a mountain slope is partially visible, marked by ski trails. A white fence and signs of winter's chill set the scene, with cloudy skies overhead.
Apartment in Warren
4.97 out of 5 average rating, 135 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Enjoy all the MRV has to offer in our renovated 2 Bedroom, 1 bath condo at the Bridges Resort. The Resort features two outdoor pools, one indoor pool, hot tub, indoor and outdoor clay and Har-Tru tennis and Pickleball courts, updated fitness center, volleyball, basketball, horseshoes, badminton and children's playground. Tennis lessons and clinics available on site. Both gas and charcoal grills are available. Two Fire pits located just outside outdoor. Plenty of convenient parking.

Top guest favourite
A snow-covered slope is flanked by trees adorned with frost, creating a winter wonderland. Skiers can be seen navigating the path under a sky filled with clouds and sunlight filtering through. The serene atmosphere captures the essence of outdoor winter activities.
Apartment in Warren
4.91 out of 5 average rating, 74 reviews

Powder Hound Condo

Cozy one bedroom condo in the Mad River Valley, Sugarbush Ski resort and Mad River Glen Ski nearby. Walking trails, shops, restaurants and breweries close by. Deco Bar and Restaurant on-site! Waterbury VT is only 30 minutes where you can find Prohibition Pig Brewery, Cabot Factory annex, Ben and Jerrys Ice Cream Factory and many other place to go. Stowe, VT is 45 minutes, Von Trapp family lodge and brewery, Stowe Cider (personal favorite), Alchemist Brewery and Stowe Ski Resort

Top guest favourite
A vibrant garden surrounds a pool area, featuring blooming tulips and a variety of colorful flowers. A patio umbrella provides shade over seating near the pool, with scenic views of rolling hills and distant mountains visible in the background.
Flat in Monkton
4.98 out of 5 average rating, 130 reviews

Spacious Private Apartment w/ Green Mountain Views

Guests enjoy views of Camel's Hump & the Green Mountains and beautiful farmland to the East. This space is great for couples & solo adventurers. My home was built in 1810 & the Guest Studio was added onto the house in 1980. Conveniently located midway between Middlebury & Burlington, also a great home-base to take a day trip to the Stowe & the Mad River Valley. Much to explore- visit local farms & apple orchards, great hikes and Lake Champlain, breweries and wineries.

Guest favourite
A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.
Flat in Bolton Valley
4.93 out of 5 average rating, 170 reviews

Slopeside Bolton Valley Studio

Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Superhost
A unique concrete structure is set among fallen leaves, showcasing multiple levels and a variety of window shapes. Stairs lead to the entrance, with a wooden door framed by natural surroundings. The building features cantilevered balconies and distinct architectural details.
Home in Warren
4.9 out of 5 average rating, 69 reviews

Concrete Ski House Near Sugarbush

2 Minutes from Sugarbush, Lincoln Peak. Architect Dave Sellers’ “Archie Bunker” is a high-concept concrete manse filled with vintage artifacts. Winner of 2010 American Institute of Architects Award. Includes a private spring-fed swimming pool and golf green for putting and chipping. For a video tour, search "Archie Bunker Offbeat Spaces". Please be sure to read Other Details to Note PRIOR TO BOOKING. THIS IS AN UNUSUAL HOUSE AND ISN'T FOR EVERYONE.

Guest favourite
A cozy living area is highlighted by a flat-screen TV displaying Netflix, positioned above a minimalist fireplace. A tabletop showcases two glasses of red wine beside a wooden platter of assorted cheeses and fruit, complemented by flowers in a vase and flickering candles.
Apartment in Warren
4.88 out of 5 average rating, 210 reviews

Ski In/Ski Out with upgrades!

Newly renovated with comfort in mind! Brand new Nectar hybrid Queen mattress in bedroom. Lazy boy sofa w/ queen pullout w/ memory foam topper. Large chair in living room w/ large screen TV,Netflix & other channels. Well stocked kitchen, Wifi,books,movies & board games. Bedroom has tv. Located in Sugarbush Village, many restaurants, & activities,within walking distance. First floor unit with easy access.

Guest favourite
The living area features a light-colored sofa, two armchairs, and a coffee table with a decorative tray. A large window offers natural light and leads to the balcony. A patterned area rug anchors the space, alongside a cozy electric fireplace set into the wall.
Apartment in Warren
4.87 out of 5 average rating, 108 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

Cozy and conveniently situated in the heart of Sugarbush Village, this recently renovated condo is a top floor end unit with views of the green mountains from every room. Regardless of the season you plan on visiting, this space is a perfect home base for all the Mad River Valley has to offer.

Superhost
The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.
Apartment in Stowe
4.8 out of 5 average rating, 233 reviews

Ski in/out Condo @ The Lodge at Spruce Peak

This privately owned studio resides in the luxurious Stowe Mountain Lodge which is steps from the ski slopes and golf courses. This luxury lodge offers year-round mountain convenience for any outdoor lover and those looking for a little Green Mountain pampering, including a world class spa.

Popular amenities for Waitsfield rentals with a pool

Quick stats about holiday rentals with a pool in Waitsfield

  • Total holiday rentals

    Explore 10 holiday rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield holiday rentals start at $139 SGD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Waitsfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Waitsfield rentals

  • 4.9 Average rating

    Waitsfield stays are highly rated by guests – averaging 4.9 out of 5!

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