Vacation rentals with a pool in Chittenden County

Find and book unique homes with a pool on Airbnb

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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Guest favorite

An outdoor pool area is surrounded by a black metal fence, featuring a spacious paved deck with several lounge chairs. A gazebo is located nearby, providing shade, with a backdrop of lush green trees and the Green Mountains in the distance.

Apartment in Cambridge

4.95 out of 5 average rating, 21 reviews

Rustic Highlander Lodge Apt near Smugglers Notch

Immerse yourself in the beauty of the Green Mountains with spectacular views of Mount Mansfield. Cozy up to the fireplace after a fun filled day of winter activities or lay by the pool during the beautiful summer months. Enjoy all the activities from hiking, biking, skiing/snowboarding at Smuggs and exploring the beauty of the historic Rt 108 "The Notch" during the summer months. The Wedding Barn at Smuggler's Notch is within walking distance 1000 ft and The Barn at Boyden Farm is a 10 min drive

Guest favorite

An aerial view captures the spacious property surrounded by trees, showcasing a large yard. A seasonal in-ground pool, covered for winter, is visible alongside a wooden deck and outdoor seating. Scenic mountains and clear skies complement the peaceful landscape.

Home in Waitsfield

4.93 out of 5 average rating, 61 reviews

Winter in Spacious Waitsfield Home w/Spa & Loft

Our ideal home for a memorable vacation in Waitsfield, Vermont. This location offers over 3,900 sq ft of well-appointed living space. Only 15 min from Sugarbush and Mad River Glen ski resorts and 1.4 miles from Waitsfield center. This house is perfectly situated for fun in every season. Equipped with a new and modern hot tub, fire pit, screened porch, gym, ping pong, so you'll never be bored! Plenty of room with space to sleep up to 8 guests comfortably in 3 spacious bedrooms. We love it here!

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, 103 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.

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, 77 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 at the resort in the winter. Hiking and playing disc golf in the spring/summer/fall. Mountain biking with lift service in the summer/fall. There is something to love here during every season! Located approximately half-way between Burlington and Stowe, about 30 minute drive to either. Or check out the little town of Waterbury (our favorite) about 15 minutes away- towards Stowe.

Superhost

A modern interior features a spacious living area with comfortable seating and a dining table. A well-equipped kitchen is visible, alongside a cozy sleeping area. Large windows allow natural light to brighten the space, with neutral tones creating a welcoming ambiance.

Camper/RV in Colchester

4.92 out of 5 average rating, 37 reviews

RV Camping by the Lake in Colchester, Vermont!

Enjoy Camping in Malletts Bay in a modern 2022 Keystone Hideout Bunk House! Features: *Master Bedroom with Queen Size Bed *4 other sleeping areas *Inside and Outside Shower *Built in Stereo with Speakers inside and out *PRIVATE WI-FI and new Roku Smart TV *Central Air, Heat and Vac *20' x 10' Deck with outdoor seating *Full inside kitchen and outside grill *Firepit *Inground pool in campground *Coin Op Laundry in campground *Public beach across the street *Bar/Restaurant across the street

Guest favorite

A clear blue swimming pool is set within a fenced area, with several lounge chairs arranged along the poolside. A rustic building is visible in the background, surrounded by green trees and open fields, under a light cloud cover.

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.

Guest favorite

An outdoor pool area is surrounded by wooden decking, showcasing lounge chairs arranged neatly on either side. The inviting pool features clear water, with a simple building visible in the background amidst lush green trees.

Condo in Waitsfield

4.93 out of 5 average rating, 30 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.

Top guest favorite

A refreshing inground pool reflects the clear sky, bordered by a stone patio. The backyard features vibrant gardens alongside a two-story home with a combination of light gray and red siding. A deck area can be seen on the left side of the house.

Apartment in Monkton

4.98 out of 5 average rating, 123 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, 156 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.

Superhost

A waterfront property is showcased with a spacious deck featuring seating and a hot tub. The private beach area is visible alongside the sandy shoreline. Nearby, a grassy area is bordered by trees, enhancing the natural setting. Multiple homes can be seen along the shoreline.

Home in Colchester

4.96 out of 5 average rating, 26 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!

Guest favorite

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, 696 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!

Guest favorite

An outdoor pool is visible in the foreground, surrounded by a deck and lush green landscape. Rolling hills and trees create a scenic backdrop, with mountains faintly visible in the distance under a clear blue sky.

Home in Essex Junction

4.94 out of 5 average rating, 16 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.