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

4.94 out of 5 average rating, 109 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

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

4.98 out of 5 average rating, 43 reviews

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 L&L 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 L&L Mott House will provide an unparalleled home base for your special day.

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

4.97 out of 5 average rating, 195 reviews

Studio Cabin near Smugglers Notch

Our studio log cabins (we have several) are cozy and quaint, making them the perfect choice for the couple looking for a private getaway or for the lone traveler looking to disconnect from the hustle and bustle of everyday life. This cabin has a max occupancy of two guests. Equipped with a queen-sized bed, gas log stove, kitchen, bath, couch, TV, and free WiFi, a studio cabin provides our guests with a safe space to relax and unwind. Close to all spring, summer, fall, and winter activities.

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

5 out of 5 average rating, 82 reviews

Cozy Little Mountain Condo

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!

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

4.98 out of 5 average rating, 126 reviews

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.

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

4.93 out of 5 average rating, 159 reviews

Slopeside Bolton Valley Studio

Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Top guest favorite

A warm and inviting living area includes a striped couch and two upholstered armchairs. A wooden coffee table sits in the center, enhanced by a small potted plant. A gas fireplace is framed by a wooden feature wall, and a television is mounted above.

Condo in Bolton Valley

4.94 out of 5 average rating, 47 reviews

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!

Guest favorite

Home in Colchester

4.96 out of 5 average rating, 28 reviews

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!

Superhost

A serene lakeshore scene is captured at sunset, with the sun dipping below the waterline, casting warm light over the tranquil surface. Silhouettes of trees line the shore, their reflections mirrored in the gentle waves, creating a peaceful ambiance.

Apartment in Burlington

4.88 out of 5 average rating, 704 reviews

Safe Quiet Lake Cabin Pvt-Beach HotTub Pool Path

⛱️ 🍺🍕🎣🏊‍♀️ Private beach 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!

Top guest favorite

The exterior of a two-story home is captured under a clear blue sky, showcasing a fresh layer of snow covering the roof and front yard. Trees line the background, providing a serene and private setting.

Home in Waitsfield

5 out of 5 average rating, 39 reviews

Winter Wonderful Waitsfield Spacious VT 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.

Guest favorite

A two-story house is set against a backdrop of rolling mountains and an expansive sky. The exterior features a mix of gray siding and white trim, with a welcoming front porch. A driveway leads up to the garage, surrounded by open green space.

Home in Essex Junction

4.94 out of 5 average rating, 18 reviews

Mansfield Manor at Essex

Mansfield Manor, the perfect place to relax and enjoy Vermont to the fullest. Located in the heart of Chittenden County, close to many amenities including Lake Champlain, Stowe Resort and Smugglers Notch. Your home away from home, in a rural setting within 5 minutes of the Essex Experience and 30 minutes to Church St Marketplace in Downtown Burlington. Enjoy our breweries, local restaurants, and genuine Vermont Maple products.

Guest favorite

A small black cabin is set on a grassy area surrounded by trees. A fenced-in space is visible, along with a satellite dish mounted on the structure. Two chairs are positioned outside, offering a space to relax and enjoy the natural surroundings.

Tiny home in Ferrisburgh

4.85 out of 5 average rating, 40 reviews

Dog-Friendly Secluded Cabin

Small cabin on our 24 acre country site. One charming room with a connecting dressing room and full bath. Small, well equiped kitchen/cooking area. Fresh water pond for swimming plus a clay tennis court. Dogs are welcome due to the fencing we have installed around the small meadow that surrounds the cabin. A limit of two dogs per visit. AVAILABLE FROM MAY 15th TO OCTOBER 15TH.