
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 €105 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!
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.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

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

Château Chavis
Indulge in a serene retreat at Chateau Chavis, a captivating and picturesque residence nestled on over ten acres of tranquil rural land in Johnson, Vermont. Conveniently situated just twenty minutes from Stowe and twenty-five minutes from Smugglers Notch, Chateau Chavis offers easy access to breathtaking waterfalls, scenic hiking trails, and the rail trail. Regardless of the season, this idyllic haven serves as an ideal destination for a staycation or a quintessential Vermont vacation.

Cozy Bolton Valley Ski Studio • Hike & Relax
Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

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 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.

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!

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.

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!

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

Mountain View Farmhouse w/ Orchard, Pool is Open!

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

Peak Waitsfield VT Spacious Home w/Pool & Spa

Zenbrook: Sauna + Firepit | Pool | Luxury Design

Modern, Trendy Townhome in Stowe! Newly Remodeled

Stoweaway

EPIC Stowe Getaway - Great For Families & Friends
Apartment rentals with a pool

Year Round Green Mountain Escape- Bridges Resort

3rd Floor Studio @ The Lodge at Spruce Peak

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

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Powder Hound Condo

The Cozy Condo at Smuggs Resort!

Stylish Ski Condo with Pools, Hot Tub, and Gym

Mad River Valley Modern 3 bedroom & 2 bath Condo
Other holiday rentals with a pool

On Mountain Condo

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

NEW 2025 Sugarbush Bridges Resort Outpost

The Bridges Resort - Amazing location

Dog-Friendly Secluded Cabin

The Snow'd Inn!

Cozy Studio Apartment

Convenient Mad River/Sugarbush Condo with WIFI
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with a fireplace Waitsfield
- Family-friendly rentals Waitsfield
- Apartment rentals Waitsfield
- Pet-friendly rentals Waitsfield
- Rentals with breakfast Waitsfield
- Rentals with a firepit Waitsfield
- Rentals with a patio Waitsfield
- Bed and breakfasts Waitsfield
- Rentals with a hot tub Waitsfield
- House rentals Waitsfield
- Rentals with outdoor seating Waitsfield
- Waterfront rentals Waitsfield
- Rentals with an EV charger Waitsfield
- Rentals with a washing machine and dryer Waitsfield
- Rentals with pools Washington County
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Quechee Gorge
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Dartmouth Skiway





