Holiday rentals with a pool in Waitsfield

Find and book unique homes with a pool on Airbnb

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 $210 NZD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Waitsfield holiday rentals include Wi-Fi 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!

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
Home in Warren
4.83 out of 5 average rating, 131 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.

Top 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, 143 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
Condo in Warren
5 out of 5 average rating, 3 reviews

Mad River Valley Modern 3 bedroom & 2 bath Condo

Escape to Mad River Valley in the 3 bedroom, 2 bath condo with a renovated kitchen and West Elm inspired design. 🛌 Spacious & Perfect for Groups – 2 Queens | 3 Singles | Sleeps 7 🛁 2 Full Bathrooms – Fully stocked for guest convenience 🏔️ Ultimate Sugarbush Proximity – Located off the scenic Sugarbush Access Road 👨‍🍳 A Chef's Fully-Stocked Haven – A premium kitchen praised by guests, flowing to a patio for outdoor dining 🏞️ Peaceful Retreat with Heated Outdoor Pool – Quiet wooded s

Guest favourite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.94 out of 5 average rating, 473 reviews

Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

Top Guest favourite
A welcoming living area is furnished with a navy sofa and a light gray armchair. A low coffee table is positioned on a patterned area rug. Large glass doors provide access to a private balcony, framed by light-colored curtains that softly filter the natural light.
Condo in Warren
4.96 out of 5 average rating, 23 reviews

Summer, wedding and foliage destination in Warren

Our newly renovated condo has all that you need to unplug and relax, either for ski in and ski out, to enjoy summer at one of the many water holes or an adventurous mountain biking ride or the beautiful foliage during wedding season in Vermont. Perfectly situated, near restaurants, several walking distance like the renowned Chez Henri. Historic Warren is close by with one of our favorite restaurants and bars (Tracks) and of course Sugarbush base is walking distance (or ski “Out to Lunch” down)

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.
Condo in Warren
4.97 out of 5 average rating, 140 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.
Condo in Warren
4.91 out of 5 average rating, 76 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

Guest favourite
Condo in Stowe
4.97 out of 5 average rating, 235 reviews

Cozy VT Getaway, Heated Pool, Sleeps 4

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.

Guest favourite
Apartment in Burlington
4.88 out of 5 average rating, 760 reviews

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM

⛱️ 🍺🍕🎣🏊‍♀️ Private beach Attached guesthouse (beach 3 blocks away), hot tub ), heated swimming pool (open May-early September), walk to fishing, boating, dog friendly beaches, public tennis, volleyball, bocce ball courts bike paths picnic areas,& a diverse selection of top-rated restaurants and breweries. Relax and make the most of the amenities! Self check-in, safe parking, easy access to the Colchester Causeway and all of Burlington . A perfect getaway!

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
4.91 out of 5 average rating, 75 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 person is seated on a rocky outcrop, gazing out over a vast expanse of mountains and valleys. The landscape features a mix of green forests and patches of snow, under a clear blue sky. The serene setting invites contemplation and connection with nature.
Condo in Warren
4.91 out of 5 average rating, 58 reviews

Year Round Green Mountain Escape- Bridges Resort

This is a turn key condo with 2 bedrooms, 1 bathroom, and a sleeper sofa that comfortably sleeps 6, at the Bridges Tennis and Ski Resort. It has a fully equipped kitchen, washer/dryer and includes all linens and towels. The resort includes 3 pools, a hot tub, sauna, fitness center, game room and tennis courts. There is a free winter shuttle that picks you up and brings you to the base of Lincoln Peak (Sugarbush) Electronic keypad access to unit

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.
Condo in Warren
4.88 out of 5 average rating, 215 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.

Popular amenities for Waitsfield rentals with a pool