
Holiday rentals with a pool in Chittenden County
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Top-rated rentals with a pool in Chittenden County
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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.

North Burl - 1BR Loft with Private Porch
Private entrance 1 bedroom apartment in safe quiet burlington neighborhood. Master BR has 1 queen bed, closet, and work table. Living room has 1 twin daybed that pulls out to king size bed. Sofa, dining table, work table, TV and closet. Full kitchen including stovetop, oven, microwave, fridge, etc. 1 bathroom with shower. Large private porch with seating. (Hammock w/ stand available) Off-street parking for 2 cars, convenient to bus line, bike path, lake and river trails. Parks nearby.

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 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 Mott House will provide an unparalleled home base for your special day.

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.

Cozy Little Mountain Condo at BV Ski Resort
Relax on the mountain in our little condo. A cozy space to enjoy fresh mountain air. Enjoy easy access for ski in/out, hiking, mountain biking, leaf peeping…something to love here during every season! Bedroom with a queen bed. Pull out couch is best suited for children or one adult—two large adults may find it a tight fit. Located approximately half-way between Burlington and Stowe, about 30 minute drive to either/or. Or check out Waterbury (our favorite) about 15 minutes away!

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.

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!

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!

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!

Romantic one-bedroom cabin near Smugglers Notch
Our One-Bedroom Cabins at Sterling Ridge Resort — known as our “honeymoon cabins” — offer a cozy and romantic Vermont escape. Sleeping 2–4 guests, each cabin features a king bedroom, wood-burning stove, jetted tub, and inviting living area with a sleeper sofa. 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.

SlopeSide Escape: Ski In/Out
Welcome to Your Slopeside Sanctuary at Bolton Valley Resort! Mountain getaway with true ski, bike, hike in/out access. Nestled in the heart of Bolton Valley Resort. Steps from the lifts, trails, and all BV has to offer. - Ski-in/ski-out convenience - Relax in an inviting space perfect for unwinding after a day outdoors. - Prepare meals in the well-appointed kitchen with modern appliances and cookware. - Accommodates up to 4 guests.

Dog-Friendly Secluded Cabin
Small cabin on our 24 acre country site. One charming room with a connecting dressing room and full bath. Small, well equiped kitchen/cooking area. 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.
Popular amenities for Chittenden County rentals with a pool
House rentals with a pool

4-bedroom Vermont Farmhouse close to Smuggs'

Mt Creekside Condo | Minutes to Burlington & Stowe

Peak Waitsfield VT Spacious Home w/Pool & Spa

Squabetty, A Magical Mountain Hide Away

Vermont Guest House: Family-Friendly, EV, Dogs

Ski condo at Sugarbush

Sanctuary on the Brook

Private 5-Acre Escape | Pool, Lake & Gardens
Apartment rentals with a pool

Butternut Condo at Sugarbush

Beautiful riverfront condo w/pool-MRG & Sugarbush

Smuggler's Notch Vermont/ 1 bedroom Deluxe

Smugglers Notch 3 Bedroom

Ski, Hike & Bike Basecamp Condo

2br Serene Mountain Setting-Smugglers' Notch ASB

Battleground 41 * Perfect VT Getaway near MRG

Family friendly slope side condo w/ free parking.
Other holiday rentals with a pool

Cozy Smuggs Townhouse Getaway

Charming Mad River Valley Escape

Delightfully cozy 1-bdrm 5th wheel RV - w/ pool

Apartment, comfy and cozy with kitchen/gas fire

2 Bedroom Condo @ Wyndham Smuggler's Notch

Rustic Highlander Lodge Apt near Smugglers Notch

Rustic 2-Bedroom Cabin with Lake Access

Beautiful hotel in Vermont Smugglers Notch 1BD
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- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Jay Peak
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Jay Peak Resort Golf Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Green River Reservoir State Park





