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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Granville

4.95 out of 5 average rating, 127 reviews

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.

Superhost

Home in Warren

4.82 out of 5 average rating, 112 reviews

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.

Guest favorite

Guest suite in Starksboro

4.96 out of 5 average rating, 50 reviews

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.

Guest favorite

Treehouse in Stockbridge

4.94 out of 5 average rating, 106 reviews

Romantic Treehouse- Hot tub, FPLC, 20 Min to KLT

New treehouse was built by me with my own two hands during the pandemic. The architect styled design is one of a kind with huge windows. Radiant Heat, custom bathroom/kitchen. My grandparents once owned and operated a dairy farm in the area and I want to share this treehouse and surrounding area with my guests. Ski or Ride in only 20 min to Killington and resorts. My treehouse is located on the historic ski highway with Killington-20 min, Pico, Okemo, Sugarbush, Saskadena Six, and Stowe.

Guest favorite

Condo in Warren

4.88 out of 5 average rating, 59 reviews

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. Hostel Tevere 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

Guest favorite

Townhouse in Warren

4.94 out of 5 average rating, 18 reviews

Cozy 3-BDR Townhouse with pool, tennis

3 bedroom 2-bathroom sunny end-unit townhouse at Drumleys, with spacious open-air LVR/DR/Kitchen, ski and boot storage, 5 minutes to both Lincoln peak and Mt Ellen, and on the Mad Bus route. Fully stocked kitchen, electric grill for year-round grilling, renovated bathroom with modern full-sized bathtub. Large pool, two tennis/pickleball courts and meadow for summer fun. 1 small-medium house-trained dog allowed. Kate and Greg are superhosts. Meals and Rooms Tax ID number: MRT-10126712.

Guest favorite

Condo in Warren

4.97 out of 5 average rating, 119 reviews

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.

Guest favorite

Home in Warren

4.98 out of 5 average rating, 58 reviews

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.

Guest favorite

Condo in Waitsfield

4.96 out of 5 average rating, 23 reviews

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.

Guest favorite

Condo in Warren

4.83 out of 5 average rating, 48 reviews

Simple 1B condo at the foot of Sugarbush Access Rd

Easy access to all that Sugarbush and the Mad River Valley have to offer. Skiing all day followed up with dinner at the restaurant on site. Or take a hike in the morning, cool off in a nearby swimming hole, and top off the day at a local swimming hole. This small but cozy condo includes a basic kitchen with all you need including a small oven and stove, full fridge, and coffee maker. Mad River Valley / Sugarbush bus stop is walkable. Pool on site is for seasonal use only.

Superhost

Condo in Warren

4.81 out of 5 average rating, 107 reviews

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 for the 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

Superhost

Cabin in Warren

4.83 out of 5 average rating, 243 reviews

Bunny Hill Cabin -Pets, Shared Hot Tub & Lap Pool

Escape and relax in dog friendly, cozy, quiet, 12x12, unique, furnished efficiency cabin with an 8x8 Hot Springs Grandee Hot Tub, an after skiing spa to wind down in after a lovely day enjoying VT's winter wonderland. Can sleep a family of 3, but roomier for a coupe, with an All-In-One futon sofa bunk bed, double bed which flips out on the bottom as a couch and a single bed on top. Less than one mile to Sugarbush parking lot at the base of the mountain