
Holiday 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.

Mountain View Farmhouse w/ Orchard, May Flowers
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

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

Stowe, Newly Renovated Topnotch Resort Townhouse
Enjoy a top-notch experience at this newly renovated townhouse with free access to outdoor pools and hot tub and fire pit. Located 5 minutes from mountain! Take in all the amazing mountain air :)) For access to spa, indoor hot-tub with waterfall, indoor pool, steam, sauna, Fitness Center and shuttle to the ski resort a day rate of $78 fee is required (maximum of 6 people) additional guests may be added at $25 per day per guest. Also included is first come first serve activity court.

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.

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.

Cozy VT Getaway, Heated Pool, 3mi Stowe Mtn, WiFi
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.

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.

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM
⛱️ 🍺🍕🎣🏊♀️ Private beach Attached guesthouse (beach 3 blocks away), hot tub ), heated swimming pool (open May-early September), walk to fishing, boating, dog friendly beaches, public tennis, volleyball, bocce ball courts bike paths picnic areas,& a diverse selection of top-rated restaurants and breweries. Relax and make the most of the amenities! Self check-in, safe parking, easy access to the Colchester Causeway and all of Burlington . A perfect getaway!

Cute Cottage - Poolside - Minutes To Activities
Our cute little cottage has just been fully renovated. Open concept living space with 2 bedroom plus full size futon & 2 bathrooms & laundry. It is located within beautiful multi-acre property with seasonal pool. Ideal for 2 couples or a family. The fireplace is cozy in the winter and the covered porch with swing is great for appreciating the mountain views in the summer. Location couldn’t be better - minutes from slopes, trails and restaurants.

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.
Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Vermont Mountain Summer Retreat

Wildewood: Modern | Fireplace | Luxe in Stowe

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

Sublime Summer Waitsfield VT Spacious Home w/Spa

Lakeside Bungalow ~ Pool | Hot Tub | Beach

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

Scenic Notchbrook Retreat, a mountain getaway!

Private 3 Acre Forest Retreat | Trails Pool Fire
Apartment rentals with a pool

Stowe 1 BR at Topnotch Resort Next to Heated Pool

The Bridges Resort - Amazing location

Lovely 3-BR Stonybrook Townhouse With Mtn Views

2BR Sugarbush Mountain Condo

Convenient Mad River/Sugarbush Condo with WIFI

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

The Cozy Condo at Smuggs Resort!

SlopeSide Escape: Ski In/Out
Other holiday rentals with a pool

World-Class Villa @ Trapp & Stowe

Bridges condo at Sugarbush

Mountainside Condo at Sugarbush, Vt

The Eastside ~ Pool | Beach | Sauna | Dock

The Heart of Summer & Fall Adventure

Modern Condo • Walk to Lifts!

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

Cozy 3-BDR Townhouse with pool, tennis
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 £88 per night before taxes and fees

Verified guest reviews
Over 380 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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- Rentals with pools United States
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Stowe Mountain Resort
- Dartmouth College
- Middlebury College
- Montshire Museum of Science
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Waterfront Park
- Elmore State Park
- Kingdom Trails
- Quechee Gorge
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium





