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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Guest favourite

Flat 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 favourite

Guest suite in Starksboro

4.93 out of 5 average rating, 88 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 favourite

Apartment 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.

Guest favourite

Home in South Hero

4.97 out of 5 average rating, 36 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.

Superhost

Campervan/Motorhome 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 favourite

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 favourite

Cabin in Cambridge

4.93 out of 5 average rating, 402 reviews

Romantic one-bedroom cabin near Smugglers Notch

Our one-bedroom log cabins (we have several) have everything you need for a private, romantic getaway for two. With a king-sized bed, woodstove, two-person whirlpool tub, kitchen, bath, living room, TV, and free WiFi, these cabins have all the comforts of home and serve as a peaceful escape from everyday stress. This cabin has a maximum occupancy of 4 guests, with a sleeper sofa in the living area. Close to skiing/snowboarding, snowmobiling, hiking, horseback riding, wedding barns and more.

Top guest favourite

Flat in Monkton

4.98 out of 5 average rating, 120 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 favourite

Flat in Bolton Valley

4.93 out of 5 average rating, 155 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 favourite

Tiny home in Ferrisburgh

4.83 out of 5 average rating, 35 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.

Guest favourite

Home in Colchester

5 out of 5 average rating, 12 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 favourite

Flat in Burlington

4.88 out of 5 average rating, 685 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!