
Family-friendly holiday rentals in Chittenden County
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Top-rated family-friendly rentals in Chittenden County
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The Carriage Barn in Historical Williston Village
Welcome to the Carriage Barn. Keep it simple at this peaceful and centrally located loft barn apartment. Relax in a quintessential Vermont location close to hiking, skiing, biking, Burlington & all things Vermont has to offer every season. The loft apartment can sleep up to 4 & is an open, two-story concept with full bath/shower & walk in closet. Parking & close to markets, shopping, restaurants, bike path, playground. Take a shower in our outdoor cedar shower or relax in our shared yard space

Selkie’s Shed
This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Suite Escape - Quiet retreat, close to everything!
Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Oak Hill Retreat | Entire 2BR / 1Bath Apartment
Private 2 bedroom / 1 bath apartment with living room, full kitchen and free parking. Oak Hill Retreat is a perfect escape to mountains, lakes, beaches, golf courses, trails nearby. Easy access to I-89, 15 minutes to Downtown Burlington, UVM/Champlain/Saint Micheal college, BTV international airport and 6 minutes to Williston Tafts Corner Shopping Center and movie theater. Shoppers can check out Church St. Marketplace, and enjoy the natural beauty of Lake Champlain and Waterfront Park (15').

Bright new cottage in exquisite Vermont setting
Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Cozy 2 bedroom apartment in Essex Junction
Come relax in this beautiful apartment. Whether you are looking to visit Vermont with family, friends or you are on a solo adventure, this 2 bedroom apartment will welcome you with a peaceful atmosphere. This is a “mother-in-law” apartment, and we take great pride in the unit and property. We are available to assist you in making your stay as comfortable as possible and answer any questions you may have, just text us and let us know. Otherwise, we will leave you to enjoy your vacation.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

The Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Green Mountain Carriage House with Beautiful Views
Unwind in this beautifully appointed carriage house on our horse farm high above the Champlain Valley. Centrally located to a dozen ski areas, New England's best biking & hiking and only minutes from spectacular Lake Champlain. After enjoying the area's activities, come home and relax by the fire, soak in the jacuzzi tub or have a glass of wine on the terrace. 20 min. from Burlington's great restaurants on Church Street and the Waterfront boardwalk.

Guest Suite w/hot tub & fireplace
Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes.

Hydrangea House on the Hill
The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.
Popular amenities for Chittenden County family-friendly rentals
Family-friendly home rentals with a hot tub

Slopeside Bolton Valley Studio

Charming getaway tucked away in the Green Mtns

Charming Private Apt in South End w/ Hot Tub

Comfortable Downtown Home with Outdoor Hot Tub

Convenient Cape | Explore Burlington & Stowe

Hilltop Haven

Metcalf Pond Cottage Convenient to Smugglers Notch

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
Family- and pet-friendly home rentals

Cozy cottage in peaceful location

Cozy & Peaceful Cabin in the Woods - Pups Welcome

Farmhouse cabin, Smugglers Notch area

Lakefront Cottage near Smugglers Notch Vermont

1 Acre Private Island Cottage (Sat Check In/Out)

Send It Inn: Newly Renovated Guest House

Charming Old North End bungalow

Forest Hideaway
Family-friendly home rentals with a pool

2-bedroom Condo at Bolton Valley

North Burl - 1BR Loft with Private Porch

Bolton main lodge family condo ski in/ski out!

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Cozy two-bedroom cabin near Smugglers Notch

Spacious Private Apartment w/ Green Mountain Views

Rustic Highlander Lodge Apt near Smugglers Notch
Destinations to explore
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- Guest house rentals Chittenden County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Warren Falls
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Lake Champlain Chocolates
- Waterfront Park
- Fairbanks Museum & Planetarium
- Snow Farm Vineyard & Winery
- Elmore State Park




