
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.

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.

2BR Sugarbush Mountain Condo
Welcome to the Mad River Valley! This sunny condo is located in the Bridges Resort within walking distance to Sugarbush's Lincoln Mountain lifts and amenities. The free shuttle (Dec-Mar 31) accessed from the condo parking lot or the Access Road offers service to Sugarbush's Lincoln or Ellen Mountains and Village restaurants and shopping. Condo guest have free access to Bridges amenities including pools, hot tub, sauna, fitness center, tennis, game room, playground, gas grill, and fire pits.

Cozy Sugarbush condo (Ski in&Ski out!)
Our newly renovated condo has all that you need to unplug and relax, either for ski in and ski out, to enjoy summer at one of the many water holes or an adventurous mountain biking ride or the beautiful foliage during wedding season in Vermont. Perfectly situated, near restaurants, several walking distance like the renowned Chez Henri. Historic Warren is close by with one of our favorite restaurants and bars (Tracks) and of course Sugarbush base is walking distance (or ski “Out to Lunch” down)

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.

Ski On Ski Off Welcoming Slope Side Condo
Come enjoy all Sugarbush has to offer with a stay in our newly constructed ski-in/ski-out condo. Conveniently located right off the "Out to Lunch" trail for effortless ski on /ski off adventures. Plus, it's merely a short 5-minute walk to the base lodge, where you can unwind after a day on the slopes. Gather around one of the inviting fire pits for some après-ski relaxation or return to the condo and bask in the warm glow of the gas fireplace. Your perfect winter getaway begins here!

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

Winter Wonderful Waitsfield Spacious VT Home w/Spa
The ideal home for a memorable vacation in Waitsfield, Vermont offers over 3,000 sq ft of well-appointed living space. Only 15 minutes from Sugarbush & Mad River Glen and 1.4 miles from Waitsfield center, this house is perfectly situated for fun in any season. With a new and modern hot tub, fire pit, screened porch, gym, gargage with EV charger, ping pong & more, you'll never be bored! Sleeps 6 guests comfortably in 3 spacious bedrooms.
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

Cozy Mountain Home at Sugarbush!

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
Condo rentals with a pool

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

Mountainside Condo at Sugarbush, Vt

NEW 2025 Sugarbush Bridges Resort Outpost

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

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
Other vacation rentals with a pool

Green Mountain Getaway

All-Season Warren Condo Near Sugarbush Resort!

Charming Mad River Valley Escape

Updated riverfront condo near MRG/Sugarbush

3 BR condo getaway - Mad River Valley, Sugarbush

Professionally Managed Ski Gem

Sanctuary on the Brook

Ski on/off Snow Creek Condo Sugarbush, VT
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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
- University of Vermont
- 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
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Museum
- Trout Lake
- Shelburne Vineyard
- Waterfront Park
- Warren Falls
- Snow Farm Vineyard & Winery
- Lake Champlain Chocolates
- Elmore State Park
- Things to do Addison County
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