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

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.

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.

Spacious 5-bed with hot tub, 12 min to Sugarbush
This cozy, yet spacious 5-bedroom home is the perfect year-round get-a-away for your family or group with all of the amenities - hot tub, pool, indoor fireplace, outdoor fire pit, large yard, outdoor grill, plus a wet bar and wine fridge. A short drive to Sugarbush Lincoln Peak & Mt. Ellen, Mad River, and the many wedding venues around the valley. The home includes spacious living areas with two smart TVs & streaming services, fiber optic wifi, and a desk for your remote work needs.

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.

Ski in/out 3 Bedroom/3 Bath Sugarbush
Wonderful ski-on/ski-off location (natural snow needed) with exclusive and convenient access to Sugarbush Resort's Cat's Meow trail. Renovated 3 bedrooms/3 baths - stand alone unit that sleeps 8. Beautiful wood burning fireplace with stacked wood right outside the front door. Enjoy all that winter has to offer in the Mad River Valley from this fantastic home. In the summer there is a shared pool and tennis courts for the entire family.

Butternut Condo at Sugarbush
Tucked into a quiet wooded setting just minutes from Sugarbush and Mad River Glen, this charming two-bedroom, two-bath condo at Butternut Hill is the perfect retreat for couples or families looking to enjoy Vermont in every season. Whether you’re here for a romantic ski getaway, a peaceful hiking weekend, or a fun family adventure, this warm and welcoming home offers just the right mix of comfort, privacy, and location.

Ski Patrol Cabin -Pets, Shared Hot Tub
This cabin is located at the bottom of Sugarbush Resort at Lincoln Peak. Situated on 3 acres, this gorgeous cabin offers a charming and extremely cozy place to come enjoy all the Mad River Valley has to offer. On the premises is an 8 person hot tub, access to the Sugarbush Golf course, and only a 1 minute drive to Sugarbush Resort. Come relax at Ski Patrol year round for the epitome of the Vermont experience.

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.

NEW: Stylish Ski On/Ski Off Mountainside Retreat
- Newly constructed ski-on/ski-off condo - Incredible views of the mountain trails and woods - Well-appointed condo features fireplace, high-quality kitchen tools and premium bedding Convenience, location & style come together in this chic one-bedroom brimming with amenities. Ideal for couples or families, the condo is the perfect destination for all your Sugarbush and VT adventures.

Dog-Friendly Secluded Cabin
Small cabin on our 24 acre country site. One charming room with a connecting dressing room and full bath. Small, well equiped kitchen/cooking area. Fresh water pond for swimming plus a clay tennis court. Dogs are welcome due to the fencing we have installed around the small meadow that surrounds the cabin. A limit of two dogs per visit. AVAILABLE FROM MAY 15th TO OCTOBER 15TH.
Popular amenities for Addison County rentals with a pool
House rentals with a pool

Perfect Slope-side Ski House at Sugarbush

Autumn Foliage Waitsfield VT Spacious Home w/ Spa

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

Clyde’s Cabin | Ski-In/Ski-Out at Sugarbush

Vermont Guest House: Family-Friendly, EV, Dogs

Waterfront Home on Lake George

Walk to lifts 3BR Ski In/Out Mountainview Ski In/O

Ski House and Summer Bliss!
Apartment rentals with a pool

Ski On Ski Off Welcoming Slope Side Condo

Simple 1B condo at the foot of Sugarbush Access Rd

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

Convenient Mad River/Sugarbush Condo

Year Round Green Mountain Escape- Bridges Resort

NEW 2025 Sugarbush Bridges Resort Outpost

Powder Hound Condo

Close to Skiing, Mountain biking & Wedding venues
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Modern Condo • Walk to Lifts!

Townhouse on Sugarbush Access Road

Bridges condo at Sugarbush

Treetops, sun, hot tub, pools, tennis; 1 BR condo

Sweet Updated 1B Condo on Access Road- Powderhound

Mountainside Condo at Sugarbush, Vt

Bridges Resort Mountain Views of Sugarbush

2BR ski-in/out condo with pool & mtn views
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- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Killington Resort
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Trout Lake
- Snow Farm Vineyard & Winery
- Warren Falls
- Shelburne Vineyard
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Branbury State Park
- Green River Reservoir State Park
- Little River State Park
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