
Holiday rentals with a pool in Colchester
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Colchester
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️
Smugglers Notch Resort ⭐️ Ski-in/out location Exit the front doors of complex, turn left and cross the small lot to pick up trail leading down to the lift :) • no shuttle bus needed • ground floor unit - 480 sq/ft. • private deck • fully stocked and equipped kitchen • bike/walk/hiking trails Add listing to your wishlist by clicking the ❤️ in the upper right corner. **SMUGG’s CHARGES A DAYPASS AT FRONT DESK FOR USE OF POOL, HOT TUB & FUNZONE** *Drip coffee pot has reusable Mesh Filter.

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

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.

Cozy VT Getaway, Heated Pool, 3mi Stowe Mtn, WiFi
The Notchbrook Nook is nestled at the top of Notchbrook road in a group of condos that overlook beautiful views and is only minutes from Stowe Mountain Resort. The pool is open for summer months until Labor Day & reopens in late November for ski season. The Matterhorn restaurant sits at the bottom of the road and is a must experience Aprés spot. You are literally less than 10 mins from the slopes & downtown restaurants/shops. The condo and Notchbrook property are NON-smoking.

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.

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.

Le Noyan - Luxurious 6-Bedroom Getaway
*** Pool opens 15 May 2026 - Pool closes 7 September 2026 *** Chalet for 12 people, ideal for a good time with friends. Spa for 6 people, winter activities at Saint-Bernard-de-Lacolle Park (snowshoeing, skating, tubing, cross-country skiing), ice fishing at Venise-en-Québec, and 20 minutes from Noah Spa. Non-smoking, pets allowed, garage for storing snowmobiles and cross-country skis during the stay, 5 bedrooms, 2 bathrooms, large family room in the basement.

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!

Home Run condo near Toll House base
Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Ski in/out Condo @ The Lodge at Spruce Peak
This privately owned studio resides in the luxurious Stowe Mountain Lodge which is steps from the ski slopes and golf courses. This luxury lodge offers year-round mountain convenience for any outdoor lover and those looking for a little Green Mountain pampering, including a world class spa.
Popular amenities for Colchester rentals with a pool
House rentals with a pool

Sunset Treehouse

Mountain View Farmhouse w/ Orchard White Christmas

Winter Wonderful Waitsfield Spacious VT Home w/Spa

The Pinnacle Spa & Retreat

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Charming Sugarbush Standalone Condo

Gorgeous mtn forest retreat 3 mins from ski resort
Apartment rentals with a pool

Ski In/Ski Out with upgrades!

Cozy secluded ski-in/ski-out condo at Jay Peak

Lodge at Spruce Peak 4th floor, Mansfield View

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Cozy 2 bed, 2Bath, fireplace, amazing location!

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Sugarbush Mountainside Retreat - Ski in Ski out

Ski, Hike & Bike Basecamp Condo
Other holiday rentals with a pool

World-Class Villa @ Trapp & Stowe

2-bedroom Condo at Bolton Valley

*NEW* Stowecation-Lux 5bd-Hot Tub-Sauna-Game Room

Dog-Friendly Secluded Cabin

Powder Hound Condo

Stowe Cottage, Private 34 acres, Lake, 5 mins town

Skier's Paradise Mad River/ Sugarbush

Sweet Updated 1B Condo on Access Road- Powderhound
Quick stats about holiday rentals with a pool in Colchester

Total holiday rentals
Explore 20 holiday rentals in Colchester

Nightly prices starting at
Colchester holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Colchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Colchester rentals

4.7 Average rating
Colchester stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Chittenden County
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Jay Peak Resort
- Parc Safari
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
- Leahy Center for Lake Champlain
- Val Caudalies - Vignoble & Cidrerie
- Domaine Cotes d'Ardoise - Winery & Cidery
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Domaine du Ridge
- Vignoble de la Bauge
- Vignoble Domaine Bresee
- Boyden Valley Winery & Spirits




