
Holiday rentals with a pool in Colchester
Find and book unique homes with a pool on Airbnb
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 $102 SGD per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

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

Wifi availability
10 of Colchester holiday rentals include wifi access

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

4.9 Average rating
Colchester stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Colchester
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Sunset Cottage on the Richelieu River CITQ#302701
➡️MAXIMUM 6/7 PEOPLE ☀️The perfect escape for young families.🛶 Cozy cottage on the Richelieu River with a spectacular view. 🪵Waterfront, heated in-ground pool, air conditioning unit and fire pit. 4 kayaks and a canoe are available to guests. 🚣 🏡I am a natural-born hostess and have extended my love of hosting to my cottage rental The cottage is beautiful year-round 🌷☀️🍂❄️. The changing seasons offer guests different activities and highlights:it is always the perfect place to feel at home.

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!

Château Chavis
Indulge in a serene retreat at Chateau Chavis, a captivating and picturesque residence nestled on over ten acres of tranquil rural land in Johnson, Vermont. Conveniently situated just twenty minutes from Stowe and twenty-five minutes from Smugglers Notch, Chateau Chavis offers easy access to breathtaking waterfalls, scenic hiking trails, and the rail trail. Regardless of the season, this idyllic haven serves as an ideal destination for a staycation or a quintessential Vermont vacation.

Cozy Bolton Valley Ski Studio • Hike & Relax
Cozy ski lodge studio at Bolton Valley Resort, set at 2,000 feet and surrounded by over 5,000 acres of Green Mountain wilderness. Direct trail access makes it easy to ski, snowboard, snowshoe, bike, or hike scenic trails, then return to a warm, quiet mountain retreat. Inside you'll find a king bed, full kitchen, TV, and bathtub—perfect for relaxing after a day outdoors. Ideal for couples or solo travelers seeking a peaceful mountain escape. Note: Not suitable for pets or children.

Upper Yurt Stay on VT Homestead
We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Relax by the living pool, unwind in the traditional sauna, 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 two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

Ski In Ski Out, Chic, Fun, Cozy, Grt Location!
Ideal location! Ski/bike/hike right from our front door, and also minutes to the best of Stowe restaurants, craft breweries, shopping, trails & swimming holes. We like staying in stylish boutique hotels, so we decorated our country home to feel like one. 3 bedrooms each on own level, two baths, spotless, stylish, foosball, strong Wi-Fi and cozy fireplace conversation pit - so nice for playing boardgames and watching movies. We welcome you to enjoy our home and the magic of Stowe!

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.

Bikepath Lake Cabin Hot Tub & Private Beach ~ UVM
⛱️ 🍺🍕🎣🏊♀️ Private beach Attached 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!

Studio Cabin near Smugglers Notch
Our Studio Cabins at Sterling Ridge Resort offer an adorable and quaint Vermont log cabin retreat, perfect for couples or solo travelers. Sleeping 2 guests, these open-concept cabins feature a queen bed, cozy gas log stove, and inviting living space and kitchen. Enjoy a covered porch, charcoal grill, and private fire pit. Dog-friendly options available. Sterling Ridge Resort offers cabins and homes that sleep 1–14 and features great last-minute specials.

Cute Cottage - Poolside - Minutes To Activities
Our cute little cottage has just been fully renovated. Open concept living space with 2 bedroom plus full size futon & 2 bathrooms & laundry. It is located within beautiful multi-acre property with seasonal pool. Ideal for 2 couples or a family. The fireplace is cozy in the winter and the covered porch with swing is great for appreciating the mountain views in the summer. Location couldn’t be better - minutes from slopes, trails and restaurants.
Popular amenities for Colchester rentals with a pool
House rentals with a pool

Last Run Stowe: Pool, spacious, 5min to Village

Vermont Mountain Summer Retreat

Mountain View Farmhouse w/ Orchard, Pool is Open!

L'Absolut Lac Champlain, Venise-en-Québec

Mott House, South Hero Vermont

Cozy 2 bedroom true log cabin

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Charming Sugarbush Standalone Condo
Apartment rentals with a pool

Ski In/Ski Out with upgrades!

3rd Floor Studio @ The Lodge at Spruce Peak

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

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

Sugarbush Mountainside Retreat - Ski in Ski out

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS

Clean, Modern 2 BR Condo Nr. Mtn Rd

The Cozy Condo at Smuggs Resort!
Other holiday rentals with a pool

World-Class Villa @ Trapp & Stowe

Slope Side Townhouse

The Heart of Summer & Fall Adventure

Dog-Friendly Secluded Cabin

Bridges 77 at Sugarbush

The Shangri-la House

Mountainside Studio at Bolton Valley

Moored Sailboat +SUP+Bike+Pool
Destinations to explore
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- Rentals with outdoor seating Colchester
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- Rentals with an EV charger Colchester
- Rentals with a firepit Colchester
- Rentals with a kayak Colchester
- Family-friendly rentals Colchester
- Rentals with a fireplace Colchester
- Fitness-friendly rentals Colchester
- Private suite rentals Colchester
- Rentals with a hot tub Colchester
- Rentals with a patio Colchester
- Pet-friendly rentals Colchester
- Rentals with a washing machine and dryer Colchester
- Rentals with lake access Colchester
- Cabin rentals Colchester
- House rentals Colchester
- Rentals with pools Chittenden County
- Rentals with pools Vermont
- Rentals with pools United States
- Jay Peak Resort
- Sugarbush Resort
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Whiteface Mountain Ski Resort
- Smugglers' Notch Resort
- Parc Safari
- Jay Peak
- Jay Peak Resort Golf Course
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Pump House Indoor Waterpark
- Spruce Peak
- Warren Falls
- Elmore State Park
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Shelburne Museum
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Waterfront Park
- Cochran's Ski Area





