Family-friendly holiday rentals in Chittenden County

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Top-rated family-friendly rentals in Chittenden County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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.
Guest house in Shelburne
4.98 out of 5 average rating, 207 reviews

Cottontail Cottage - Snowshoes, Fireplace & 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
4.96 out of 5 average rating, 170 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 modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.
Cottage in Jericho
5 out of 5 average rating, 162 reviews

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.

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.
Flat in Richmond
4.93 out of 5 average rating, 125 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 cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 261 reviews

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.

Top guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
5 out of 5 average rating, 130 reviews

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. Follow the journey on IG at @VTstays!

Top guest favourite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Flat in Underhill
4.97 out of 5 average rating, 391 reviews

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Top guest favourite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guest house in Winooski
4.98 out of 5 average rating, 368 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Guest favourite
The kitchen features modern appliances including a gas range, microwave, and dishwasher, set against light cabinetry. A wooden table with four bar stools occupies the center, while a cozy couch and vibrant area rug add comfort and warmth to the space.
Flat in Winooski
4.97 out of 5 average rating, 112 reviews

Urban Oasis 1br -newly renovated!

Just renovated, this one bedroom, 1 bath has all of the essentials for up to 4 guests. The bedroom features a queen sized bed and 2 more can be accommodated on the convertible couch. Our space is 5 mins walking distance to downtown Winooski or a quick 5 minute drive to Burlington. You can enjoy local eats or the luxury of cooking in a brand new kitchen featuring a 5 burner gas stove/oven, dishwasher and custom island. License: 24524

Top guest favourite
The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.
Guest house in Hinesburg
4.99 out of 5 average rating, 386 reviews

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.

Top guest favourite
The Tiny Home is nestled among snow-covered trees, featuring a warm wooden exterior and a sloped roof. Soft lighting emanates from multiple windows, illuminating a welcoming entryway with a red door. Steps lead up to the porch, inviting guests inside.
Tiny home in Shelburne
4.91 out of 5 average rating, 405 reviews

Cozy Tiny House Minutes to Downtown Shelburne

220 sq. foot charming Tiny Home under tall pines with a covered porch. Great space for solo travelers and couples that like to be cozy! The rustic interior has a full kitchen, copper shower, and compost toilet. The loft bedroom is serene with 5 windows and blackout curtains (in case you want to sleep in!). Just 12 minutes to Burlington. 4 minutes to downtown Shelburne and Shelburne Museum.

Top guest favourite
A rustic barn features a combination of wood siding and a dark metal roof, set against a clear blue sky. The structure includes multiple windows and a peaked section at the top. A porch with chairs is visible in the foreground, surrounded by well-maintained grass.
Loft in Hinesburg
4.97 out of 5 average rating, 1,349 reviews

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.

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