
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.

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.

Bridges condo at Sugarbush
Newly remodeled 2 bedroom/2 bathroom condo near the base of Sugarbush! Shared community amenities include indoor and outdoor pools, outdoor hot tubs, indoor and outdoor tennis courts, fitness center, game room, sauna and fire pits. This is a lower level unit with a balcony and view of Lincoln Peak at Sugarbush. Much of the condo was renovated in fall 2023, with all new floors, paint, appliances and furniture. The Bridges is a short shuttle ride or drive from Lincoln Peak at Sugarbush.

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.

Cozy Ski in/Ski out Condo at Sugarbush!
The perfect retreat for a couple or for your small group, with views of historic Sugarbush Village and easy access to Lincoln Peak trails and lifts. You'll find yourself minutes from everything, including village shops and restaurants, the Mountainside pool, Lincoln Peak General Store and Village, and more. Just off the Out to Lunch trail and minutes from Village Quad, Schoolhouse Lift and the Gate House Express. The perfect location for your mountain getaway!

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.

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.
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

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Sugarbush Snowcreek Condo

Cozy Retreat Cabin with Hot Tubs

Cozy 2 bedroom house at Sugarbush

Ski-In from Slopes | Sugarbush Home w/ Fireplace

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

Year Round Green Mountain Escape- Bridges Resort

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

Mountainside Condo at Sugarbush, Vt

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

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

3 BR condo getaway - Mad River Valley, Sugarbush

Adorable studio suite above the Carriage House.

Professionally Managed Ski Gem

Ski, Hike & Bike Basecamp Condo

NEW: Cozy, Mountainside Sugarbush Condo w/pool

Modern & cozy 1-bedroom condo in Sugarbush

Ski-In/Ski-Out / 1 bed / Seasonal Pool

4 BR/2BA Downtown Ticonderoga
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- Lake George
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Adirondack Extreme Adventure Course
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Warren Falls
- Trout Lake
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill




