
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

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!

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').

So. Burl. quiet setting 10 mins fr. everything
Burlington ski house, recently completely renovated. Located 10 minutes from downtown Burlington and the water front. One hour from most ski resorts puts you in the middle of all the action. Pet friendly! Dog door with fully fenced in yard for your pets to run. Beautiful new Artesian Elite hot tub to relax in with open air gazebo to enjoy year round. Large open kitchen/living room concept to entertain with. Wheel chair ramp accessibility. 2 bedrooms and a pull out sofa in the living room

Enjoy our spacious home with a sunroom and patio.
Welcome to Chez Loubier! A Home Away from Home. Spacious, Comfortable and Exceptionally Clean. Private Apartment/Suite (1400sqft), 2 Bedroom(1 King, 1 Queen) w/Well Equipped Kitchen. Centrally Located to UVM, St Mikes and Champlain College (15min) Shelburne(20min) Stowe(30min) Includes; Private Entrance, WiFi, AC, Living Room (Full Futon), Tiled Sunroom (Guests Favorite) w/Queen Futon and Ceiling Fan, Den(Sleeper Sofa) Picturesque Back Patio(Grill)and Free Parking on a quiet cul-de-sac.

Hidden Gem Near Burlington & Airport
NEW FLOORING & BATHTUB: Feb 2025. This 1,000-sqft spacious basement apartment is in the heart of Essex Junction in a great neighborhood — near Burlington, ski resorts, Essex Expo, and the airport. Restaurants and bars nearby! Great for quick work trips or longer stays. We have a few toys and a Pack ‘n Play for your little one! Fully furnished and equipped for an easy stay — including an air-fryer, panini press, etc. (NO ridiculous cleaning fees!) Come visit — we'd love to host you!

Gorgeous Treehouse High on Mountain-Amazing View!
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!

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!

Cozy Cabin -Top of Hill with Views
Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Boston Magazine Pick! Barn Loft
*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house. A J1772 Level 2 EV charger is available for an additional $10 per night.
Popular amenities for Chittenden County holiday rentals
Other great holiday rentals in Chittenden County

Cottage along Lewis Creek

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Suite Escape - Quiet retreat, close to everything!

Selkie’s Shed

Charming farm stay in Vermont's adventure land.

Metcalf Pond Cottage Convenient to Smugglers Notch

"Mansfield" Suite - The Lodge at Wyckoff Maple

Barn Loft with views of Mount Mansfield.
Destinations to explore
- Beachfront rentals Chittenden County
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- Rentals with a kayak Chittenden County
- Pet-friendly rentals Chittenden County
- Loft rentals Chittenden County
- Tiny house rentals Chittenden County
- Bed and breakfasts Chittenden County
- Rentals with lake access Chittenden County
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- Townhouse rentals Chittenden County
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- Boutique hotels Chittenden County
- Rentals with a patio Chittenden County
- Smoking-friendly rentals Chittenden County
- House rentals Chittenden County
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- Rentals with an EV charger Chittenden County
- Rentals with beach access Chittenden County
- Resort rentals Chittenden County
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- Rentals with a fireplace Chittenden County
- Rentals with a fire pit Chittenden County
- Rentals with a sauna Chittenden County
- Rentals with a washing machine and dryer Chittenden County
- Guesthouse rentals Chittenden County
- Farmstay rentals Chittenden County
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- Condo rentals Chittenden County
- Barn rentals Chittenden County
- Rentals with a hot tub Chittenden County
- Private suite rentals Chittenden County
- Apartment rentals Chittenden County
- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Bolton Valley Resort
- 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
- Pump House Indoor Waterpark
- Snow Farm Vineyard & Winery
- 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





