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

Mountain View Farmhouse w/ Orchard, Pool is Open!
This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

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.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

4BR Cabin with Hot Tub & Pools –15 mins to Mt Snow
Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, gym, and clubhouse amenities. Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and great location near Wilmington’s shops, dining, and outdoor adventures.

Adams Farm-"The Little Farmhouse"
A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Cozy Lakeside Condo and Heated Pool!
Welcome to our cozy two-bedroom condo featuring stunning views of Lake Memphremagog! Step out onto the private balcony to take in the scenery, or enjoy access to the heated pool, open from Memorial Day through Labor Day. This first-floor (upper-level) condo offers two bedrooms and two bathrooms, along with a comfortable living space. The open-concept kitchen and dining area flow into a bright, inviting living room, complete with baseboard heating. PLEASE NOTE: There is NO AC in the summer.

Mid-mod VT Dream Chalet near skiing, lake & forest
Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Château Chavis
Indulge in a serene retreat at Chateau Chavis, a captivating and picturesque residence nestled on over ten acres of tranquil rural land in Johnson, Vermont. Conveniently situated just twenty minutes from Stowe and twenty-five minutes from Smugglers Notch, Chateau Chavis offers easy access to breathtaking waterfalls, scenic hiking trails, and the rail trail. Regardless of the season, this idyllic haven serves as an ideal destination for a staycation or a quintessential Vermont vacation.

Cozy Vermont Antique Sugar House with Fireplace
Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM
⛱️ 🍺🍕🎣🏊♀️ Private beach Attached guesthouse (beach 3 blocks away), hot tub ), heated swimming pool (open May-early September), walk to fishing, boating, dog friendly beaches, public tennis, volleyball, bocce ball courts bike paths picnic areas,& a diverse selection of top-rated restaurants and breweries. Relax and make the most of the amenities! Self check-in, safe parking, easy access to the Colchester Causeway and all of Burlington . A perfect getaway!
Popular amenities for Vermont rentals with a pool
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Ranch at Mendon Mt Orchards

VT retreat Heated pool-Hot Tub-Sauna-fire pit

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Private 3 Acre Forest Retreat | Trails Pool Fire

Luxury Mid-Century Modern Vermont Home, Okemo View
Condo rentals with a pool

AC | Dog-Friendly | Bike, Hike & Relax

Ski In/Ski Out with upgrades!

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Newly renovated ski retreat at Killington

Cozy condo within walking distance to the slopes.

Walk to Mt. Snow-Spa-Summer Pool

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Bike Hike 1 bedrm 1 night ok Pico free shuttles
Other vacation rentals with a pool

The Eastside ~ Pool | Beach | Sauna | Dock

The Heart of Summer & Fall Adventure

Modern Chalet-private deck/firepit/ clubhouse pool

Stowe Cottage, Private 34 acres, Lake, 5 mins town

Idyllic Dorset Home: Serene Escape w/amazing views

Concrete Ski House Near Sugarbush

Toll House: Mtn Views, hiking/biking, ski in/out,

Honeycrisp Cabin
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