
Holiday rentals with a pool in Mad River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Mad River
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

Jack S'Bearo - Slopes, Fireplace, Pool.
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

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.

EPIC Stowe Getaway - Great For Families & Friends
Enjoy Stowe in this bright and airy home with outdoor hot tub and heated swimming pool (open seasonally) conveniently located just one mile above the village! With five newly appointed and comfortable bedrooms, this private getaway is perfect for families. Full access to an eat-in kitchen, laundry, dining, and TWO living areas, this is a great ‘home away from home’ experience. Large deck and mountain views await. This Stowe home is the perfect place for your mountainous vacation!

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!

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.

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 Mad River rentals with a pool
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Wildewood: Modern | Fireplace | Luxe in Stowe

Trail Creek - ski home!

Ranch at Mendon Mt Orchards

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Cozy Mountain Home at Sugarbush!

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Ski-In from Slopes | Sugarbush Home w/ Fireplace
Apartment rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

3rd Floor Studio @ The Lodge at Spruce Peak

Location + Spa! - Cozy 2BR Condo - Mountain Side

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Newly renovated ski retreat at Killington

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Pico Great year 1 nite Ok 1 bedrm Ski in Ski out
Other holiday rentals with a pool

Renovated condo 3 miles from Mtn. (unit #32)

Bridges condo at Sugarbush

NEW 2025 Sugarbush Bridges Resort Outpost

3+ bedroom ski in/out Townhouse with views

Sugarbush 2 bedroom/2 bath condo at Bridges Resort

Cozy 3-BDR Townhouse with pool, tennis

2BR Sugarbush Mountain Condo

Convenient Mad River/Sugarbush Condo with WIFI
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- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Middlebury College
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Snow Farm Vineyard & Winery
- Lake Champlain Chocolates
- Elmore State Park
- Camp Plymouth State Park
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill
- Quechee Gorge




