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.

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Superhost

Guest suite in Jericho

4.74 out of 5 average rating, 273 reviews

Apartment, comfy and cozy with kitchen + hot tub

Cozy one bedroom apartment with private entrance. EXTRA SPECIAL - schedule a Seasonal ( February and March) offering of traditional Vermont Sugar on Snow Desert Party on one of your day/ evening stays! One hour gathering in main house kitchen . $10/person extra charge ! Your private apartment has Own kitchen and bath, romantic gas fireplace, wireless internet, large screen tv with cable. Lovely rural setting seasonal flower gardens and open lawn. Hot tub, year round with perfect star gazing.

Guest favourite

Guest suite in Starksboro

4.95 out of 5 average rating, 44 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

Condo in Richmond

4.73 out of 5 average rating, 83 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.

Guest favourite

Rental unit in Bolton Valley

5 out of 5 average rating, 51 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.

Guest favourite

Home in Essex

4.98 out of 5 average rating, 49 reviews

Game Room, Fireplace, Garage in Quiet Neighborhood

Our whole house rental includes 3 bedrooms and two baths. Garage bay available - walk right into the kitchen - for your convenience. Game room in basement with Pool Table, Foosball, small Air Hockey Table and Basketball Arcade. Air conditioning in each bedroom (end of May-end of Sep). Neighborhood pool available Mem Day - Mid-Sept - about a 2 min drive from our rental. ($30/group/whole stay). Central to Vermont's 4 season enjoyment - Lake Champlain, Mt. Mansfield, Skiing, Biking, Shopping.

Superhost

Campervan/RV in Colchester

4.94 out of 5 average rating, 31 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 favourite

Chalet in Bolton Valley

4.94 out of 5 average rating, 70 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 favourite

Cabin in Jeffersonville

4.93 out of 5 average rating, 190 reviews

Cozy two-bedroom cabin near Smugglers Notch

Our two-bedroom log cabins (we have several) are a long-time family and small group favorite. Equipped with one queen bed, two twin beds (that can be converted to a king), one bath, a kitchen, living space, a woodstove or traditional fireplace, TV, and free WiFi, these cabins are cozy, yet spacious enough for the whole family or two couples to enjoy. This cabin has a maximum occupancy of 6 adults/children. Close to skiing/snowboarding, hiking, horseback riding, wedding barns and more.

Guest favourite

Condo in Waitsfield

5 out of 5 average rating, 19 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

Rental unit in Richmond

4.92 out of 5 average rating, 132 reviews

Mountain Getaway for Couples at Bolton Valley

Bright and charming studio at Bolton Valley Resort. Ski, ride, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with super easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come indoors to your studio 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 favourite

Rental unit in Burlington

4.88 out of 5 average rating, 606 reviews

PvtBeach Lake-Cabin Oasis HotTub Bike Golf Brewery

⛱️ 🍺🍕🎣🏊‍♀️Private beach guesthouse (beach 3 blocks away), hot tub (open all year), 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 favourite

Rental unit in Monkton

4.99 out of 5 average rating, 116 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 great day trips to the Mad River Valley & Stowe. Visit local breweries & wineries, farms & apple orchards, hikes and Lake Champlain.