
Vacation 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.

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.

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.

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.

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.

Bridges #90. 3 Bedroom/2 bath with many amenities.
Welcome to Unit 90 at The Bridges! This our family ski condo, please enjoy yourselves and the amenities the Bridges has to offer. The kitchen is fully equipped with your basic needs as well as a crockpot, blender, and electric griddle! In the club house is an indoor pool, hot tub, sauna, workout room, game room, and tennis courts. In the summer, outdoor pools and tennis courts are available as well.

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

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

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

Peak Waitsfield VT Spacious Home w/Pool & Spa

Sugarbush Snowcreek Condo

Cozy Retreat Cabin with Hot Tubs

Ski House and Summer Bliss!

Cozy 2 bedroom house at Sugarbush

Vermont Guest House: Family-Friendly, EV, Dogs
Condo rentals with a pool

Year Round Green Mountain Escape- Bridges Resort

NEW 2025 Sugarbush Bridges Resort Outpost

The Bridges Resort - Amazing location

Bridges 77 at Sugarbush

Convenient Mad River/Sugarbush Condo with WIFI

Simple 1B condo at the foot of Sugarbush Access Rd

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

Ski-In/Ski-Out / 1 bed / Seasonal Pool
Other vacation rentals with a pool

Bridges condo at Sugarbush

Entire condo on Access Road to Sugarbush

Mountainside Condo at Sugarbush, Vt

Modern Condo • Walk to Lifts!

3+ bedroom ski in/out Townhouse with views

Adorable studio suite above the Carriage House.

The Snow'd Inn!

Cozy 3-BDR Townhouse with pool, tennis
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- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Adirondack Extreme Adventure Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Trout Lake
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Things to do Addison County
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- Art and culture Vermont
- Nature and outdoors Vermont
- Food and drink Vermont
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