
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.

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.

Sweet Updated 1B Condo on Access Road- Powderhound
Close to everything! We're located at the base of Sugarbush Access Road - Catch the resort shuttle right out your door! Across the street from the Mad River if you want to take a dip or catch a fish. Across the parking lot from Decor Restaurant & Bar. Down the road from SB Golf course. Super close to mountain bike trails & bike shuttle. Warren offers TONS of great hiking, biking, swim holes, etc. Our place is recently updated. Clean & Cozy. Murphy bed. Pullout couch & chair. Remodeled bath.

Cozy Updated Condo Near It All!
This beautifully updated 1-bedroom+loft, 1-bath condo offers a perfect blend of modern comfort and mountain charm. Located just minutes from everything the area has to offer. Whether you're hitting the slopes for a day of skiing, exploring scenic hiking trails, or enjoying a round of golf, you're just moments away from it all. Inside, the condo features sleek, updated finishes throughout, with a super cozy living area that is perfect for relaxing after a long day enjoying this beautiful area!

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

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.

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.

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 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.

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.

Ski in/out Condo @ The Lodge at Spruce Peak
This privately owned studio resides in the luxurious Stowe Mountain Lodge which is steps from the ski slopes and golf courses. This luxury lodge offers year-round mountain convenience for any outdoor lover and those looking for a little Green Mountain pampering, including a world class spa.
Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Wildewood: Modern | Fireplace | Luxe in Stowe

Sylvan Hideaway - Lower Village - Game Room

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

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Zenbrook: Sauna+ Firepit | Pool | Luxe Design

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Stoweaway

The Vista: 12 min to Stowe, Pool, Theater, Hot Tub
Apartment rentals with a pool

Year Round Green Mountain Escape- Bridges Resort

Smuggler’s Base Flat @ Nordland

3rd Floor Studio @ The Lodge at Spruce Peak

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Clean, Modern 2 BR Condo Nr. Mtn Rd

HomeRun Lodge:ski in/out, Mtn Views, hiking/biking

Cute two bedroom condo close to Stowe Mountain

Amazing Views of Stowe - Cozy 2BR Condo
Other holiday rentals with a pool

Ski-In Ski-Out Toll House Lift - The Lodges

Entire condo on Access Road to Sugarbush

Mountainside Condo at Sugarbush, Vt

Modern Condo • Walk to Lifts!

Cozy Mountain Retreat in Stowe

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

Cozy Sugarbush Condo

Newly built luxe villa with mountain views & perks
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 $139 SGD per night before taxes and fees

Verified guest reviews
Over 370 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 Washington County
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Lake Champlain Chocolates
- Waterfront Park
- Kingdom Trails
- Shelburne Vineyard
- Warren Falls
- Boyden Valley Winery & Spirits
- Fairbanks Museum & Planetarium
- Quechee Gorge
- Camp Plymouth State Park
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




