
Vacation rentals with a pool in Waitsfield
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Waitsfield

Total vacation rentals
Explore 10 vacation rentals in Waitsfield

Nightly prices starting at
Waitsfield vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Waitsfield vacation 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.

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.

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.

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

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.

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.

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

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

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.

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.

Mad River Valley Basecamp
Situated between Sugarbush and Mad River Glen at the Phen Basin trailhead on the Catamount Trail, this Battleground condo is an ideal basecamp for year round outdoor fun...or for the walk up the trail to mountain side pool in the summer. - Sleeps 6 - Impeccably Clean & Fully Equipped - 2 Full Bathrooms - Prime Central Location – Minutes from Sugarbush, MRG, & Waitsfield - Cozy - Enjoy the glass-front wood stove - Peaceful Summer Retreat with Pool

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.

NEW: Stylish Ski On/Ski Off Mountainside Retreat
- Newly constructed ski-on/ski-off condo - Incredible views of the mountain trails and woods - Well-appointed condo features fireplace, high-quality kitchen tools and premium bedding Convenience, location & style come together in this chic one-bedroom brimming with amenities. Ideal for couples or families, the condo is the perfect destination for all your Sugarbush and VT adventures.
Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

Charming Barre Getaway

The Vista: 12 min to Stowe, Pool, Theater, Hot Tub

Scenic Notchbrook Retreat, a mountain getaway!

Private Mtn Escape - Pool, Forest, Trails, Streams

Fall Foliage Spacious Waitsfield Home & Spa/Loft

EPIC Stowe Getaway - Great For Families & Friends

Spacious 5-bed with hot tub, 12 min to Sugarbush
Condo rentals with a pool

Year Round Green Mountain Escape- Bridges Resort

NEW 2025 Sugarbush Bridges Resort Outpost

Bridges #90. 3 Bedroom/2 bath with many amenities.

The Bridges Resort - Amazing location

Convenient Mad River/Sugarbush Condo with WIFI

Simple 1B condo at the foot of Sugarbush Access Rd

Ski-In/Ski-Out / 1 bed / Seasonal Pool

Ski On Ski Off Welcoming Slope Side Condo
Other vacation rentals with a pool

Renovated condo(unit #38) 3 miles from Mtn.

Bridges condo at Sugarbush

Mountainside Condo at Sugarbush, Vt

Modern Condo • Walk to Lifts!

The Snow'd Inn!

Stowe Cottage, Private 34 acres, Lake, 5 mins town

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

Treetops & sun; hot tub, pool & tennis; 1 BR condo
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- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Montshire Museum of Science
- Kingdom Trails
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- Camp Plymouth State Park
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium
- Quechee Gorge
- Waterfront Park
- Boyden Valley Winery & Spirits
- Dartmouth Skiway
- Green River Reservoir State Park





