
Holiday houses in Chittenden County
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Top-rated holiday rentals in Chittenden County
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Tiny on the Hill - Sauna + Burlington + Stowe
Welcome to Tiny on the Hill! Nestled privately at the top of a steep* driveway, Tiny on the Hill features a wrap around deck, private sauna, small frog pond and walking/xc skiing trails through the woods out back. You’ll have everything you need to enjoy Vermont year round! Located 15 mins from Burlington and 5mins from I-89 the location makes it convenient to enjoy Burlington while keeping the skiing/hiking/mountain biking destinations within an hours drive. It’s the perfect in-between spot.

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.

"Mansfield" Suite - The Lodge at Wyckoff Maple
This is a spacious self contained unit with its own entrance in a beautiful VT lodge right next to Smugglers' Notch Resort. Enjoy air conditioning, a gas fireplace & a large private deck w grill. Many things to do nearby all seasons. Minutes from hiking "The Notch" and the Long Trail. 15-20 minutes to dining in Stowe in the summer and fall seasons. In the winter months you will need to take a 50 min detour around the mountain to Stowe. Enjoy cooking in a warm, well appointed kitchen.

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Cozy 1 Bedroom Apartment Getaway
Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

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!
Popular amenities for Chittenden County holiday rentals
Other great holiday rentals in Chittenden County

Cozy & Convenient Cape Home w/ Covered Hot Tub

Cedar View

The Lookout-Spacious Apartment in Superb Location

Charming Cape on Golf Course near Burlington

One bedroom near uvm, medical center, waterfront

Charming farm stay in Vermont's adventure land.

The Barn in Shelburne

Green Mountain View Private Suite
Destinations to explore
- Resort rentals Chittenden County
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- Rentals with lake access Chittenden County
- Jay Peak Resort
- Sugarbush Resort
- Bolton Valley Resort
- Jay Peak
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- University of Vermont
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Museum
- Shelburne Vineyard
- Waterfront Park
- Warren Falls
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Elmore State Park
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill




