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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 $181 AUD per night before taxes and fees

  • Verified guest reviews

    Over 390 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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Superhost
A modern stand-alone condo is set against a backdrop of vibrant autumn foliage. The light gray exterior features large windows, allowing natural light to fill the interior. A wooden deck and stairs lead to the entrance, surrounded by well-maintained landscaping.
Home in Warren
4.83 out of 5 average rating, 132 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.

LocationValueOutdoor spaces

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
4.95 out of 5 average rating, 154 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.

ValueLocationHiking

Guest favourite
A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.
Home in Plainfield
4.82 out of 5 average rating, 148 reviews

Mountain View Farmhouse w/ Orchard, Pool is Open!

This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

LocationFamilyQuiet

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, 481 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

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Top Guest favourite
The bedroom features a cozy king bed framed by a dark wood headboard. Light colored linens are complemented by a patterned accent pillow. Natural light filters through sheer curtains, and dark curtains add privacy. A wooden nightstand and wall sconces enhance the inviting space.
Condo in Warren
4.87 out of 5 average rating, 89 reviews

Simple 1B condo at the foot of Sugarbush Access Rd

Just refinished! Easy access to all that Sugarbush and the Mad River Valley have to offer. Skiing all day followed up with dinner at the restaurant on site. Or take a hike in the morning, cool off in a nearby swimming hole, and top off the day at a local swimming hole. This small but cozy condo includes a basic kitchen with all you need including a small oven and stove, full fridge, and coffee maker. Mad River Valley / Sugarbush bus stop is walkable. Pool on site is for seasonal use only.

ValueLocationPool

Guest favourite
A snowy mountain view showcases the slopes with visible ski trails winding down the landscape. Leafless trees frame the foreground, while a serene winter sky blankets the scene, enhancing the quiet beauty of the surrounding nature.
Home in Waitsfield
4.94 out of 5 average rating, 18 reviews

Private 5BR Mt. view, pool, new hot tub

New to AirBnB, but not new to renting! See reviews of our property on a competitor's site #2421942. A beautiful mountain view, relaxing hot tub, and refreshing pool await you! Our pet-friendly home in the Mad River Valley is: - 10-15 min drive to ski Sugarbush, Mad River Glen, Mt. Ellen, Lareau Farm, Round Barn Inn, hiking trails & waterfalls, - 7 min drive to downtown Waitsfield & Warren - 20 min from Norwich University. The house sleeps 12 - perfect for families or getaways with friends.

FamilyLocationHot tub

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, 141 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.

FamilyLocationTV

Top Guest favourite
A spacious living area features a light-colored sofa with decorative pillows and two armchairs, one in yellow upholstery. A wooden coffee table sits centrally, while a stone fireplace offers a focal point. Large windows allow for natural light and views of the outdoors.
Home in Warren
4.99 out of 5 average rating, 94 reviews

Spacious 5-bed with hot tub, 12 min to Sugarbush

This cozy, yet spacious 5-bedroom home is the perfect year-round get-a-away for your family or group with all of the amenities - hot tub, pool, indoor fireplace, outdoor fire pit, large yard, outdoor grill, plus a wet bar and wine fridge. A short drive to Sugarbush Lincoln Peak & Mt. Ellen, Mad River, and the many wedding venues around the valley. The home includes spacious living areas with two smart TVs & streaming services, fiber optic wifi, and a desk for your remote work needs.

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Guest favourite
A private outdoor area showcases a swimming pool with a colorful floating toy. The pool is surrounded by a wooden deck and features lounge chairs. In the background, a light gray house with a porch and seating areas is visible, framed by mature trees and shrubs.
Apartment in Williamstown
4.91 out of 5 average rating, 184 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

LocationValueOutdoor spaces

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, 77 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

ValueLocationAccuracy

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.
Apartment in Monkton
4.98 out of 5 average rating, 133 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.

LocationIndoor spacesSkiing

Top Guest favourite
Home in Waitsfield
5.0 out of 5 average rating, 46 reviews

Autumn Foliage Waitsfield VT Spacious Home w/ Spa

The ideal home for a memorable vacation in Waitsfield, Vermont offers over 3,000 sq ft of well-appointed living space. Only 15 minutes from Sugarbush & Mad River Glen and 1.4 miles from Waitsfield center, this house is perfectly situated for fun in any season. With a new and modern hot tub, fire pit, screened porch, gym, gargage with EV charger, ping pong & more, you'll never be bored! Sleeps 6 guests comfortably in 3 spacious bedrooms.

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Popular amenities for Waitsfield rentals with a pool