
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 $217 NZD 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.

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.

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 On Ski Off Welcoming Slope Side Condo
Experience the best of summer at Sugarbush from our slope-side condo with a heated pool and scenic mountain views. Located on the “Out to Lunch” trail, enjoy easy access to hiking and biking right outside your door. Just a 5-minute walk to the base lodge for summer events, dining, and activities. Explore nearby Warren Falls, play the renowned 18-hole golf course, or relax in the heart of Vermont’s Green Mountains. The perfect mountain getaway awaits!

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.

Modern Condo • Walk to Lifts!
Recently renovated modern condo at Sugarbush Resort! Walk to the base lodge and ski back in winter. Nestled in Vermont’s Green Mountains, enjoy year-round adventure: ski, snowshoe, hike, bike, or swim in the Mad River or nearby Blueberry Lake. Steps from Reks and Mutherstuffers, and close to Lawson’s Brewery, Mad Taco, and more. Soak in stunning fall foliage or summer greens—this is your perfect mountain getaway!
Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Mountain View Farmhouse w/ Orchard, Pool is Open!

Sylvan Hideaway - Pool - Game Room - Firepit

Charming Barre Getaway

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Stoweaway

Private Mtn Escape - Pool, Forest, Trails, Streams

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

Simple 1B condo at the foot of Sugarbush Access Rd

Convenient Mad River/Sugarbush Condo

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

Cute two bedroom condo close to Stowe Mountain
Other holiday rentals with a pool

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

Bridges condo at Sugarbush

3+ bedroom ski in/out Townhouse with views

The Snow'd Inn!

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

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

Treetops & sun; hot tub, pool & tennis; 1 BR condo

Sweet Updated 1B Condo on Access Road- Powderhound
Destinations to explore
- Family-friendly rentals Waitsfield
- Condo rentals Waitsfield
- Pet-friendly rentals Waitsfield
- Rentals with breakfast Waitsfield
- Bed and breakfasts Waitsfield
- Rentals with a hot tub Waitsfield
- House rentals Waitsfield
- Waterfront rentals Waitsfield
- Rentals with pools Washington County
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Killington Resort
- Kingdom Trails
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Cold Hollow Cider Mill
- Quechee Gorge
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates





