Holiday rentals with a pool in Waitsfield

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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, 130 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, 135 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
Apartment in Warren
4.5 out of 5 average rating, 14 reviews

Cozy Ski in/Ski out 2 Bedroom at Sugarbush!

The owner of this property is severely allergic to dogs. It is a serious health risk. If you travel with a service dog we request you please book one of our other great properties. This condo offers the perfect slopeside location, steps from the "Out to Lunch" ski trail. Spend winter days exploring world-class skiing or snowshoeing through scenic trails, then return in the summer to relax by the pool or adventure along miles of hiking and biking paths. The ideal spot for your Sugarbush escape!

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, 467 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 townhouse is shown with a light-colored exterior and a sloped roof, surrounded by a grassy area. A tree with bare branches stands in the foreground, contrasting against a clear blue sky, suggesting a peaceful setting.
Townhouse in Stowe
4.98 out of 5 average rating, 266 reviews

Stowe 3BR Townhouse-Excellent location & amenities

Our townhouse is located just off the Mountain Road, between the picturesque village of Stowe and Mount Mansfield. On site amenities include indoor & outdoor pool, hot tub, sauna, tennis courts and game room. XC and alpine skiing, hiking, mt. biking, golf, and many cultural events are at your fingertips. We are just 200 yds. from the Bike Path, on the bus route to the Mountain, and within walking distance to fabulous restaurants. Come and enjoy the many special events Stowe has to offer.

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, 139 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, 75 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
The entrance features a well-maintained pathway leading to a welcoming porch, flanked by vibrant flower beds. The surrounding greenery includes ornamental trees, creating a serene outdoor setting.
Flat in Williamstown
4.92 out of 5 average rating, 167 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.

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, 174 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, 73 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
Flat in Waitsfield
4.83 out of 5 average rating, 6 reviews

Butternut at Sugarbush

Tucked into a quiet wooded setting just minutes from Sugarbush and Mad River Glen, this charming two-bedroom, two-bath condo at Butternut Hill is the perfect retreat for couples or families looking to enjoy Vermont in every season. Whether you’re here for a romantic ski getaway, a peaceful hiking weekend, or a fun family adventure, this warm and welcoming home offers just the right mix of comfort, privacy, and location.

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 € 96 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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