Vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.

Home in Granville

4.96 out of 5 average rating, 148 reviews

Epic Views of the Green Mountains

Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

Guest favorite

An aerial view of the property captures a serene outdoor space featuring a rectangular pool surrounded by lounge chairs. Nearby, tennis courts are visible, set against a backdrop of green lawn and trees, providing an inviting area for leisure activities.

Home in Warren

4.82 out of 5 average rating, 117 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 favorite

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

4.95 out of 5 average rating, 443 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

Guest favorite

A serene outdoor space features a round swimming pool surrounded by a wooden deck. Lounge chairs are positioned nearby, with greenery providing a natural backdrop. A colorful float is situated at the pool's edge, enhancing the inviting atmosphere of the area.

Apartment in Williamstown

4.91 out of 5 average rating, 142 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, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Top guest favorite

An indoor pool area features clear water reflecting the wood-beamed ceiling overhead. Large windows allow natural light to illuminate the space, highlighting the smooth concrete poolside. A few lounge chairs are visible along the edge, offering a place to relax.

Condo in Warren

4.97 out of 5 average rating, 131 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.

Guest favorite

A swimming pool is framed by well-kept grass and trees, with lounge chairs positioned nearby. The area is enclosed by a black fence, offering a sense of privacy. The surrounding hills can be seen in the background, creating a peaceful outdoor setting.

Condo in Warren

4.82 out of 5 average rating, 117 reviews

Modest Mountain Dacha

Comfortable one bedroom , 450 sf condo ,small pullman kitchen, small balcony. • King bed in Bedroom, Living-room- 2 couches Powderhound complex includes: Pool open in summer season. And the Mad River just across the road 1000 feet for swimming, kayaking and tubing •Hostel Tevere Pub: light meals, hosts local bands. •on site bus stop: in season to ski areas & village. Sugarbush 3 mi., Mad River Glen 8, Long Trail, Catamount Trail :8 miles, Warren village-1

Top guest favorite

A refreshing inground pool reflects the clear sky, bordered by a stone patio. The backyard features vibrant gardens alongside a two-story home with a combination of light gray and red siding. A deck area can be seen on the left side of the house.

Apartment in Monkton

4.98 out of 5 average rating, 122 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 favorite

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.

Apartment in Bolton Valley

4.93 out of 5 average rating, 155 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.

Guest favorite

A charming wooden cabin features a sloped roof and large windows surrounded by lush greenery. Two sturdy chairs are positioned on a small area of grass in front, providing a cozy spot to enjoy the natural surroundings.

Cabin in Warren

4.91 out of 5 average rating, 272 reviews

Alpine Traverse - Pets, Shared Hot Tub & Lap Pool

Brand new open loft and studio-like construction. This cabin is situated at the bottom of Sugarbush Resort at Lincoln Peak. Situated on 3 acres, this gorgeous cabin offers a luxurious and extremely cozy place to come enjoy all the Mad River Valley has to offer. On the premises is an 8 person hot tub, access to the Sugarbush Golf course, and only a 1 minute drive to Sugarbush Resort. Come relax at Alpine Traverse year round for the epitome of the Vermont experience.

Top guest favorite

An outdoor swimming pool is framed by lush greenery and trees, surrounded by a paved deck. Comfortable lounge chairs are positioned around the pool, while a small structure is visible in the background for poolside amenities.

Condo in Stowe

4.97 out of 5 average rating, 111 reviews

Home Run condo near Toll House base

Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Guest favorite

An outdoor pool is surrounded by a concrete patio and well-maintained grass. Several lounge chairs are positioned around the pool, offering space for relaxation. The pool's clear blue water reflects the greenery of the trees that encircle the area.

Condo in Warren

4.87 out of 5 average rating, 202 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 favorite

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.

Condo in Warren

4.86 out of 5 average rating, 103 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.