
Holiday rentals with a pool in Chittenden County
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Top-rated rentals with a pool in Chittenden County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

North Burl - 1BR Loft with Private Porch
Private entrance 1 bedroom apartment in safe quiet burlington neighborhood. Master BR has 1 queen bed, closet, and work table. Living room has 1 twin daybed that pulls out to king size bed. Sofa, dining table, work table, TV and closet. Full kitchen including stovetop, oven, microwave, fridge, etc. 1 bathroom with shower. Large private porch with seating. (Hammock w/ stand available) Off-street parking for 2 cars, convenient to bus line, bike path, lake and river trails. Parks nearby.

Mott House, South Hero Vermont
Apple Island Resort offers a variety of accommodations. The Lewis & Laura Mott House is rich in history & overlooks Apple Island Marina. The Mott House is both the oldest & newest accommodation offered. Remodeled in 2018 with exquisite attention to detail, the historic house gives the architectural feel of an 1830s farmhouse while offering the latest in modern conveniences. Able to accommodate up to 8 guests, the Mott House will provide an unparalleled home base for your special day.

Cozy Bolton Valley Ski Studio • Hike & Relax
Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Cozy Little Mountain Condo at BV Ski Resort
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

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.

2-bedroom Condo at Bolton Valley
A spacious 2-bedroom condo for the entire family at Vermont's most family-friendly ski resort! This condo is located within Bolton Valley Resort, next to the sports center and a short walk to the ski lifts. Enjoy year-round adventures! Alpine, Nordic, and backcountry skiing, as well as mountain biking, hiking, swimming (indoors and out) and an indoor skate park. Enjoy all the mountain vistas--winter, spring, summer and fall--and find adventure around every bend!

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!

Lakeside Bungalow ~ Pool | Hot Tub | Beach
Welcome to this Lakeside Retreat. This cozy waterfront property offers stunning lake views and access to a private beach. Enjoy a fully equipped kitchen, a spacious living area, and an outdoor deck for relaxing and watching the sunsets. Perfect for a family getaway or romantic escape. This property is a short drive to downtown Burlington for shopping and dining. Unwind in the hot tub, cool down in the pool or simply soak in the natural beauty of Malletts Bay!

Studio Cabin near Smugglers Notch
Our Studio Cabins at Sterling Ridge Resort offer an adorable and quaint Vermont log cabin retreat, perfect for couples or solo travelers. Sleeping 2 guests, these open-concept cabins feature a queen bed, cozy gas log stove, and inviting living space and kitchen. Enjoy a covered porch, charcoal grill, and private fire pit. Dog-friendly options available. Sterling Ridge Resort offers cabins and homes that sleep 1–14 and features great last-minute specials.

Sublime Summer Waitsfield VT Spacious 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.

SlopeSide Escape: Ski In/Out
Welcome to Your Slopeside Sanctuary at Bolton Valley Resort! Mountain getaway with true ski, bike, hike in/out access. Nestled in the heart of Bolton Valley Resort. Steps from the lifts, trails, and all BV has to offer. - Ski-in/ski-out convenience - Relax in an inviting space perfect for unwinding after a day outdoors. - Prepare meals in the well-appointed kitchen with modern appliances and cookware. - Accommodates up to 4 guests.
Popular amenities for Chittenden County rentals with a pool
House rentals with a pool

4-bedroom Vermont Farmhouse close to Smuggs'

Peaceful Streamside Retreat in Bolton Valley

Squabetty, A Magical Mountain Hide Away

3BR lake home with hot tub, pool, & in-home gym

Vermont Guest House: Family-Friendly, EV, Dogs

Ski condo at Sugarbush

Sanctuary on the Brook

Private 5-Acre Escape | Pool, Lake & Gardens
Condo rentals with a pool

Mountain Magic: The Cozy Oasis

Smuggler's Notch Vermont/ 1 bedroom Deluxe

Smugglers Notch 3 Bedroom

Wyndham Smugglers' Notch | 2BR/2BA King Bed Suite

2br Serene Mountain Setting-Smugglers' Notch ASB

Family friendly slope side condo w/ free parking.

3 Bed 3 Bath Smugglers Notch Resort

Smugglers Notch, Vermont - 1Bd Dlx
Other holiday rentals with a pool

Telemark 5

Cozy End-Unit Mountain Retreat w/ Ski-Back Access

Guest House on Otter Creek!

Smugglers’ Notch 1 Bedroom

Smuggler's Notch Resort in Vermont 1br suite, Sund

Modern Cabin near Burlington VT

The Nest

2 Bedroom Condo @ Wyndham Smuggler's Notch
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- Rentals with pools United States
- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Middlebury College
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Warren Falls
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Waterfront Park
- Elmore State Park
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium





