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, 19 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

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

4.95 out of 5 average rating, 81 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.

Superhost

A spacious living area features a large red sectional sofa positioned near two windows, offering mountain views. A small wooden coffee table with a chess set sits on a patterned rug. A floor lamp and side tables add functional touches to the room.

Condo in Richmond

4.75 out of 5 average rating, 93 reviews

Family friendly slope side condo w/ free parking.

This ski-in/out trailside condo is located less than 30 miles from the best dining/shopping/hiking in Stowe, Burlington, Waterbury & Montpelier. It includes free parking & WiFi. Located next to the Mountain Market & James Moore Tavern, this gem is just a few steps away from swimming or skateboarding at the Sports Center, as well as 5 out of the 6 resort's ski lifts, including Wilderness which provides access to all natural backcountry alpine terrain & the Vista Quad's mountain bike trail system.

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

4.91 out of 5 average rating, 34 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

The image captures a vibrant orange chalet nestled among lush greenery. Large windows reflect sunlight, and wooden steps lead up to a welcoming entrance. A grassy area features stepping stones, enhancing the natural surroundings of this inviting mountain retreat.

Chalet in Bolton Valley

4.95 out of 5 average rating, 79 reviews

Swanky Mountain Chalet 30 min.s from Burlington

Beautiful mountain chalet just steps away from Bolton Valley Resort and Mountain Bike Park in Bolton, Vermont. Best backcountry access in the state for hiking and a new Gravity Logic mt bike park! All the amenities, two private bedrooms with 2 full baths, amazing spot on the ski (and bike) trails, and just 30 minutes from Burlington and the airport. Sports center with indoor tennis and pickleball, indoor and outdoor pools, hot tub, sauna within walking distance, and great food and bars.

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

4.97 out of 5 average rating, 29 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.

Superhost

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, 153 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.

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

4.81 out of 5 average rating, 32 reviews

Dog-Friendly Secluded Cabin

Small cabin on our 24 acre country site. One charming room with a connecting dressing room and full bath. 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. We also have a private king-bedded suite off the main house which rents for $150/night. A small child could sleep on the futon couch.

Top guest favorite

The exterior of a two-story condo building is presented, featuring gray wooden siding and large windows. Colorful flowers and lush greenery are visible in the foreground, with a ramp leading to the entrance. A lamppost stands nearby, adding to the welcoming outdoor space.

Condo in Bolton Valley

4.93 out of 5 average rating, 45 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

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

5 out of 5 average rating, 7 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 scenic view of a pathway along the shores of a lake is captured from the air. The vibrant blue water contrasts with the greenery and trees lining the path, which extends into the horizon. The landscape features a clear sky, enhancing the overall tranquility of the scene.

Apartment in Burlington

4.88 out of 5 average rating, 672 reviews

Lake Cabin Pvt-Beach, Hot Tub Walk-Dine Breweries!

⛱️ 🍺🍕🎣🏊‍♀️ 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!