
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.

Winter in Spacious Waitsfield Home w/Spa & Loft
Our ideal home for a memorable vacation in Waitsfield, Vermont. This location offers over 3,900 sq ft of well-appointed living space. Only 15 min from Sugarbush and Mad River Glen ski resorts and 1.4 miles from Waitsfield center. This house is perfectly situated for fun in every season. Equipped with a new and modern hot tub, fire pit, screened porch, gym, ping pong, so you'll never be bored! Plenty of room with space to sleep up to 8 guests comfortably in 3 spacious bedrooms. We love it here!

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.

Ski, Hike & Bike Basecamp Condo
Relax with the whole family at this peaceful condo tucked into the trees with easy access to all that the Mad River Valley has to offer. It is a 10 min drive to just about everything: Sugarbush, Mad River Glen, Blueberry Lake, mountain biking, leaf peeping, waterfalls, swimming, fishing, and great eats! Plus some hiking, snowshoe and mountain bike trials right outside the door. Depending on the season, snuggle up by the stove, try out the sauna, play tennis or relax by the pool.

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.

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.

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

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

Sugarbush Snowcreek Condo

Cozy Retreat Cabin with Hot Tubs

Cozy 2 bedroom house at Sugarbush

Mountain retreat w/ ski access & patio

Vermont Guest House: Family-Friendly, EV, Dogs

Ski condo at Sugarbush

Sanctuary on the Brook
Condo rentals with a pool

Year Round Green Mountain Escape- Bridges Resort

NEW 2025 Sugarbush Bridges Resort Outpost

Newly Renovated Condo, 1 Bedroom + Loft at Bridges

Skier's Paradise Mad River/ Sugarbush

NEW: Cozy, Mountainside Sugarbush Condo w/pool

Convenient Mad River/Sugarbush Condo with WIFI

Simple 1B condo at the foot of Sugarbush Access Rd

The Bridges Resort - Near Lincoln Peak Base
Other vacation rentals with a pool

2BR mountainside condo with views & seasonal pool

Luxurious Ski-in-Ski-out Snowcreek at Sugarbush

Adorable studio suite above the Carriage House.

4 bedroom slopeside at Sugarbush Mount Ellen!

Ski-in, Ski-out 4 BR Sugarbush Condo

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

Cozy Ski in/Ski out Condo at Sugarbush!

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




