
Holiday rentals with a pool in Addison County
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Top-rated rentals with a pool in Addison County
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.

Cozy 3-BDR Townhouse with pool, tennis
3 bedroom 2-bathroom sunny end-unit townhouse at Drumleys, with spacious open-air LVR/DR/Kitchen, ski and boot storage, 5 minutes to both Lincoln peak and Mt Ellen, and on the Mad Bus route. Fully stocked kitchen, electric grill for year-round grilling, renovated bathroom with modern full-sized bathtub. Large pool, two tennis/pickleball courts and meadow for summer fun. 1 small-medium house-trained dog allowed. Kate and Greg are superhosts. Meals and Rooms Tax ID number: MRT-10126712.

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.

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.

Year Round Green Mountain Escape- Bridges Resort
This is a turn key condo with 2 bedrooms, 1 bathroom, and a sleeper sofa that comfortably sleeps 6, at the Bridges Tennis and Ski Resort. It has a fully equipped kitchen, washer/dryer and includes all linens and towels. The resort includes 3 pools, a hot tub, sauna, fitness center, game room and tennis courts. There is a free winter shuttle that picks you up and brings you to the base of Lincoln Peak (Sugarbush) Electronic keypad access to unit

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.

Champlain Valley Alpacas
Located in central Vermont, our honeymoon cottage is the ideal private getaway, adjacent to in-ground pool (pool available in Vermont season: late June, July- August) ) when you stay with us. You might just be lucky enough to wake up with the alpacas munching outside your window or hear the roosters crowing nearby! Please plan to slip off your shoes at the door.

Cozy, Comfy & Sunny Renovated Sugarbush Condo
You'll love this sunny stand alone condo/villa with it's proximity to Sugarbush Ski Resort. A short walk to access trails to the lifts and ski home! Located adjacent to the mountain, you'll enjoy this renovated and updated two level space. All new fully equipped kitchen, baths, hardwood floors and Rinnai heater. Outdoor ski locker for all your gear.

On Mountain Condo
Conveniently located in Sugarbush Village near the ski trails, restaurants, and Sugarbush Health and Recreation Club (SHaRC). Light filled first floor condo with walk out patio! Guests just need to bring your gear & groceries. There is a Murphy bed in the living room. Laundry room is conveniently located on site. Trash room at the end of the hallway.
Popular amenities for Addison County rentals with a pool
House rentals with a pool

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

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Ski House and Summer Bliss!

Ski-In from Slopes | Sugarbush Home w/ Fireplace

Vermont Guest House: Family-Friendly, EV, Dogs

Spacious 5-bed with hot tub, 12 min to Sugarbush
Condo rentals with a pool

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

NEW 2025 Sugarbush Bridges Resort Outpost

2BR Sugarbush Mountain Condo

Convenient Mad River/Sugarbush Condo with WIFI

Simple 1B condo at the foot of Sugarbush Access Rd

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

The Bridges Resort - Near Lincoln Peak Base

Sunny One Bedroom Ski On/Off Condo-Warren, VT
Other holiday rentals with a pool

Green Mountain Getaway

Cozy End-Unit Mountain Retreat w/ Ski-Back Access

Entire condo on Access Road to Sugarbush

All-Season Warren Condo Near Sugarbush Resort!

Updated riverfront condo near MRG/Sugarbush

3 BR condo getaway - Mad River Valley, Sugarbush

Professionally Managed Ski Gem

Adorable studio suite above the Carriage House.
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- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Adirondack Extreme Adventure Course
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Warren Falls
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Waterfront Park
- Lake Champlain Chocolates
- Trout Lake
- Snow Farm Vineyard & Winery
- Elmore State Park
- Sugarbush Farm
- Things to do Addison County
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