
Vacation rentals with a pool in Addison County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Addison County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Epic Views of the Green Mountains
Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

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.

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

Modest Mountain Dacha
Comfortable one bedroom , 450 sf condo ,small pullman kitchen, small balcony. • King bed in Bedroom, Living-room- 2 couches Powderhound complex includes: Pool open in summer season. And the Mad River just across the road 1000 feet for swimming, kayaking and tubing •Hostel Tevere Pub: light meals, hosts local bands. •on site bus stop: in season to ski areas & village. Sugarbush 3 mi., Mad River Glen 8, Long Trail, Catamount Trail :8 miles, Warren village-1

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.

Alpine Traverse - Pets, Shared Hot Tub & Lap Pool
Brand new open loft and studio-like construction. This cabin is situated at the bottom of Sugarbush Resort at Lincoln Peak. Situated on 3 acres, this gorgeous cabin offers a luxurious 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 Alpine Traverse year round for the epitome of the Vermont experience.

Design Build Concrete House Near Sugarbush
Minutes from Sugarbush, Architect Dave Sellers’s “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.

Sugarbush 2 bedroom/2 bath condo at Bridges Resort
2 bedroom/2 full bath condo is located at the Bridges Resort, 1/2 mile from Sugarbush resort. The condo is a light-filled end unit overlooking Rice Brook and the Sugarbush ski trails. This cozy and inviting condo is a perfect place to take your next vacation to enjoy everything the Mad River Valley has to offer. The unit has a gas fireplace to keep it cozy in the winter, and AC to keep you cool in the summertime.
Popular amenities for Addison County rentals with a pool
House rentals with a pool

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

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Sugarbush Snowcreek Condo

Sugarbush retreat w/ ski-in & fireplace

Cozy 2 bedroom house at Sugarbush

Vermont Guest House: Family-Friendly, EV, Dogs

Ski condo at Sugarbush

Sanctuary on the Brook
Condo rentals with a pool

NEW 2025 Sugarbush Bridges Resort Outpost

Newly Renovated Condo, 1 Bedroom + Loft at Bridges

2BR Sugarbush Mountain Condo

Ski, Hike & Bike Basecamp Condo

NEW: Cozy, Mountainside Sugarbush Condo w/pool

Skier's Paradise Mad River/ Sugarbush

Convenient Mad River/Sugarbush Condo with WIFI

Simple 1B condo at the foot of Sugarbush Access Rd
Other vacation rentals with a pool

Treetop Condo at Bridges Resort near Sugarbush!

2BR mountainside condo with views & seasonal pool

Entire condo on Access Road to Sugarbush

Luxurious Ski-in-Ski-out Snowcreek at Sugarbush

All-Season Warren Condo Near Sugarbush Resort!

Adorable studio suite above the Carriage House.

Rest, Work or Play...the perfect Sugarbush Getaway

Ski-In/Ski-Out / 1 bed / Seasonal Pool
Destinations to explore
- Rentals with an accessible height toilet Addison County
- Boutique hotels Addison County
- Hotel rooms Addison County
- Waterfront rentals Addison County
- Bed and breakfasts Addison County
- Rentals with beach access Addison County
- Rentals with a kayak Addison County
- Family-friendly rentals Addison County
- Beachfront rentals Addison County
- Rentals with an EV charger Addison County
- Chalet rentals Addison County
- Rentals with a patio Addison County
- Townhouse rentals Addison County
- House rentals Addison County
- Condo rentals Addison County
- Pet-friendly rentals Addison County
- Rentals with a hot tub Addison County
- Guesthouse rentals Addison County
- Rentals with a fire pit Addison County
- Fitness-friendly rentals Addison County
- Rentals with outdoor seating Addison County
- Apartment rentals Addison County
- Cabin rentals Addison County
- Rentals with a washer and dryer Addison County
- Rentals with lake access Addison County
- Rentals with breakfast Addison County
- Ski-in/ski-out rentals Addison County
- Farmstay rentals Addison County
- Rentals with a sauna Addison County
- Rentals with a fireplace Addison County
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Ethan Allen Homestead Museum
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Whaleback Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Montview Vineyard
- The Quechee Club




