Vacation 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.

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Top guest favorite

A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.

Guest suite in Starksboro

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.

4.95 out of 5 average rating, 154 reviews

Guest favorite

The living room features a light blue sofa complemented by a patterned wall hanging. A small wooden coffee table rests in front, with a television mounted on the wall. Natural light enters through sliding glass doors that lead to a private outdoor area.

Apartment in Burlington

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.

4.9 out of 5 average rating, 21 reviews

Guest favorite

A quaint two-story house is set against a backdrop of lush greenery. The exterior is painted in a soft green hue, complemented by white railings and a spacious front porch. The surrounding landscape features tall grass and a clear sky, enhancing its serene appeal.

Home in South Hero

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.

4.97 out of 5 average rating, 60 reviews

Guest favorite

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

Apartment in Bolton Valley

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.

4.93 out of 5 average rating, 179 reviews

Top guest favorite

A modest front deck is visible, featuring railings and a few steps leading to an entrance door. A potted plant hangs above, while vibrant flowers are located below, set against a backdrop of trees displaying autumn foliage.

Condo in Bolton Valley

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!

5.0 out of 5 average rating, 103 reviews

Top guest favorite

A vibrant garden surrounds a pool area, featuring blooming tulips and a variety of colorful flowers. A patio umbrella provides shade over seating near the pool, with scenic views of rolling hills and distant mountains visible in the background.

Apartment in Monkton

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.

4.99 out of 5 average rating, 134 reviews

Top guest favorite

Condo in Bolton

4-bedroom Condo at Bolton Valley

A spacious 2-story 4-bedroom condo for the entire family at Vermont's most family-friendly ski resorts! 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 adventures around every bend!

5.0 out of 5 average rating, 52 reviews

Guest favorite

Apartment in Burlington

Private Beach, Bikepath Lake Cabin Hot Tub ~ 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!

4.88 out of 5 average rating, 772 reviews

Superhost

Home in Colchester

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!

4.91 out of 5 average rating, 55 reviews

Guest favorite

A cozy studio cabin is highlighted by warm wooden walls and rustic decor. A queen-sized bed is positioned next to a small table set for two, featuring simple dishware. A fridge and kitchen area are visible, along with an inviting lounge chair near the window.

Cabin in Cambridge

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.

4.97 out of 5 average rating, 201 reviews

Guest favorite

Townhouse in Colchester

The Eastside ~ Pool | Beach | Sauna | Dock

Welcome to the Eastside on Malletts Bay! This tri-level townhouse will have everything you will need for an unforgettable vacation! Perfect for families and groups of friends, this home offers something for everyone. Splash in the lake with our provided water toys, soak up the sun on the beach, or relax by the firepit as the stars come out. Kids will love the game room in the basement, while adults can unwind in the comfortable living area.

4.9 out of 5 average rating, 72 reviews

Top guest favorite

Home in Waitsfield

Autumn Foliage 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.

5.0 out of 5 average rating, 46 reviews