Holiday houses in Chittenden County

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Top-rated holiday rentals in Chittenden County

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Top Guest favourite
An outdoor seating area is visible, featuring two white Adirondack chairs positioned beside a fire pit. Stones surround the flames, which are softly glowing. A gravel path leads to a rustic barn with an orange door, surrounded by trees and outdoor string lights.
Barn in Monkton
4.99 out of 5 average rating, 576 reviews

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

Top Guest favourite
A small kitchen area is highlighted by large windows, offering views of the surrounding forest. A compact dining nook with cushions is situated next to a silver kitchen counter featuring a modern sink and a three-burner gas stove. Plants are positioned on the window ledges.
Tiny home in Richmond
4.93 out of 5 average rating, 230 reviews

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.

Top Guest favourite
The entryway of a cottage is shown, featuring a green door framed by a porch light. A pumpkin rests beside a vintage milk can, while lanterns line the pathway. Plant decorations adorn the windows, providing a welcoming touch amidst the surrounding foliage.
Guesthouse in Shelburne
4.98 out of 5 average rating, 226 reviews

Cottontail Cottage - Peaceful yard & SAUNA

Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Top Guest favourite
The exterior of the barn-style apartment is presented, featuring white siding and large windows. A gravel path leads to the entrance, flanked by vibrant purple irises and lush greenery, creating a welcoming outdoor space in a tranquil setting.
Barn in Williston
4.97 out of 5 average rating, 182 reviews

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

Top Guest favourite
A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.
Apartment in Richmond
4.93 out of 5 average rating, 149 reviews

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!

Top Guest favourite
A spacious guest suite features a king bed with a light-colored bedspread and decorative pillows. Two bedside tables with lamps are on either side, while large windows allow natural light to fill the room. Light-colored walls and wood flooring enhance the welcoming atmosphere.
Guest suite in South Burlington
5 out of 5 average rating, 293 reviews

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.

Top Guest favourite
An aerial view reveals a spacious two-story home surrounded by vibrant fall foliage. The property includes a large lawn with trees in varying autumn colors, and nearby fields are visible in the distance. Ample parking is outlined along the driveway.
Guest suite in Williston
4.96 out of 5 average rating, 135 reviews

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').

Top Guest favourite
Guest suite in Charlotte
4.99 out of 5 average rating, 171 reviews

Green Mountain View Private Suite

This one-bedroom private suite offers the full Vermont experience on 12 scenic acres with sweeping Green Mountain views. Enjoy bonfires under the stars, sunrise coffee, and easy access to Shelburne (5 min), Burlington (20 min), Stowe (60 min - take a gondola ride! Explore nearby hiking, biking, breweries, vineyards & historical sites. Swim and kayak in Lake Champlain. Nearby Farm-to-Table restaurants are terrific in Vergennes, Bristol, Burlington, and more!—high-speed internet and smart TV.

Top Guest favourite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 563 reviews

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!

Guest favourite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.
Guest suite in Colchester
4.88 out of 5 average rating, 196 reviews

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

Top Guest favourite
A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.
Barn in Westford
5 out of 5 average rating, 314 reviews

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!

Guest favourite
A light-filled living space features a comfortable gray sofa with decorative pillows, positioned near a large window. A small side table holds magazines, and a wooden TV stand supports a compact television. Soft light casts warm tones on the hardwood floor.
Apartment in Shelburne
4.85 out of 5 average rating, 112 reviews

Charming 1BD Loft in Shelburne

Right in the center of town, this charming little apartment puts you steps away from locally loved spots like Village Wine & Coffee (just two doors down!), incredible restaurants, and quirky boutiques. Shelburne is a gem—just 7 miles south of Burlington and home to Shelburne Farms, Shelburne Museum, Fiddlehead Brewery, Folino’s Pizza, and Shelburne Vineyards. Whether you’re here for lakeside strolls, farm-fresh food, or just a quiet getaway, you’ll find plenty to love.

Popular amenities for Chittenden County holiday rentals

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