Family-friendly holiday rentals in Woodbury

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Top-rated family-friendly rentals in Woodbury

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Top guest favourite
The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.
Flat in Morristown
5 out of 5 average rating, 127 reviews

Private Getaway on Lake Lamoille

Tucked away on Lake Lamoille in Morristown, this beautiful brand new apartment is just minutes from town and yet offers tranquility and spectacular views. The lake is home to eagles, herons, geese, ospreys and fish! You will see kayakers out there fishing! Stowe Mt and Smuggler’s Notch are both nearby. Breweries, art galleries, restaurants are close by. You can walk or bike to the 93 mile Lamoille Valley Rail Trail from our home. Our shed is available for storing your bikes, kayaks or skis.

Guest favourite
A cozy cabin with wooden siding is surrounded by a blanket of fresh snow. The structure features large windows and a rounded roof, set against a backdrop of tall evergreen trees. Snow covers the ground, creating a serene winter landscape.
Cabin in Hyde Park
4.95 out of 5 average rating, 385 reviews

Serene Country Cabins 1 In the heart of Vermont

My place is close to Stowe, Smuggler's Notch and within 15 minutes of 6 breweries. You can experience 3 major ski resorts, snow machine trails, hiking trails, lakes and 3 miles from the down town shopping plazas. It is nestled in the woods with some views. My place is good for couples, solo adventurers, business travelers, families. Our bedrooms offer a create a king to accommodate guests who prefer a king bed and guests who prefer twin beds. We have firepits. Please bring your own firewood.

Guest favourite
The exterior of the house is characterized by dark grey siding contrasted by bright turquoise trim. Two orange chairs are positioned on a stone patio area, accompanied by two decorative statues. Multiple windows provide natural light while showcasing an inviting entrance.
Home in Hardwick
4.86 out of 5 average rating, 155 reviews

Historic House in the Village of Hardwick

Rochester House is near restaurants, trails, family-friendly activities, and lake beaches. It's convenient to many destinations, including, Hill Farmstead, Caspian Lake (beach) and Craftsbury. A short walk to the Farmer's Market, grocery stores, and most village restaurants. Downtown is .7 miles, 15 min walk. This may be too far in winter. There is a city plowed sidewalk all the way during snow season if needed. House of Pizza is only 2 blocks. We are in the village, please respect neighbors.

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, 167 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
Aerial view of the vibrant Vermont landscape, showcasing rolling hills adorned with a diverse palette of fall foliage. The rustic barn sits among expansive fields, framed by trees displaying bright autumn colors, with distant mountains in the background under a partly cloudy sky.
Barn in Morristown
4.98 out of 5 average rating, 210 reviews

200 acre Stowe area Bunkhouse.

Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Top guest favourite
A spacious suite is presented, featuring a neatly made bed with a light blue coverlet. A decorative room divider stands beside a small table with a lamp. A cozy seating area is highlighted by a woven chair and a vibrant red area rug adorned with floral patterns.
Place to stay in Saint Johnsbury
4.96 out of 5 average rating, 115 reviews

Comfort and Charm "On the Hill"

Upon booking your reservation please list the number of guests for your reservation and the number of nights you wish to stay. This mid-century modern home is comfortably situated in a quiet neighborhood surrounded by trees and is private - it is not actually a "treehouse" though seems like it in its natural surroundings. It is near many interesting landmarks in the town, including: St.Johnsbury Academy, the Athenaeum, and the world famous Fairbanks Natural History Museum and Planetarium.

Top guest favourite
A rustic log cabin features a sloped roof and large front porch with two wooden rocking chairs. The front door is flanked by large windows, revealing the surrounding trees and greenery. A charcoal grill is positioned on the porch, enhancing the outdoor living space.
Cabin in Saint Johnsbury
5 out of 5 average rating, 152 reviews

The Cabin on Moose River Farmstead

Picture yourself relaxing and enjoying the countryside and quiet woods around you in this unique and tranquil getaway in the heart of the Northeast Kingdom! This is a private log and timber frame cabin on our conserved tree farm, nestled in the woods along a woodland stream. Close to Burke Mountain and the Kingdom Trails, and the Great North Woods of NH. On a Brew Tour? We are centrally located near World Class breweries, with a list is in the Cabin. We welcome you to unpack and unwind!

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 133 reviews

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Guest favourite
A wooden bridge leads to the entrance of the treehouse, surrounded by trees displaying autumn colors. The structure features large windows and a unique architectural design, blending nature with handcrafted elements.
Treehouse in Waterbury
4.92 out of 5 average rating, 142 reviews

The Roost - Recharge & Relax

Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

Top guest favourite
A seating area features wooden chairs and a bench, positioned on a grassy knoll. The backdrop displays rolling hills and distant mountains under a clear blue sky, offering a serene view of the landscape.
Home in Kirby
4.92 out of 5 average rating, 153 reviews

The Kirby Hideaway

Close to restaurants, family activities, nightlife, and the beach. Gorgeous mountainous views, private space. My place is good for couples, solo adventurers, business, families, and furry friends. It's electric car friendly plug on side of house. Fast internet starlink 443 mbps down load and 450 mbps up load. Security camera on the front of house facing the front door and down the driveway. Second security camera is facing the front of house and parking lot.

Top guest favourite
An open-concept living area is presented with a mix of comfortable seating, a wooden dining table, and a well-equipped kitchen. Large windows allow natural light to fill the space, and wooden beams create a warm ambiance, while stone accents add texture.
Home in Elmore
4.96 out of 5 average rating, 168 reviews

The Maple Lodge at Lake Elmore

The Maple Lodge at Lake Elmore is a two bedroom handcrafted home located between Montpelier and Stowe Vermont. Nearby skiing, hiking and seasonal recreation opportunities await your visit. The Elmore State Park provides a wonderful beach and watercraft rental & hiking trails for Mount Elmore. Close to the Lamoille Valley Rail Trail-a 90 mile walking/biking/snowmobile trail. There is a 24 hour supermarket, restaurants, shopping, & hospital.

Top guest favourite
Tiny home in Wolcott
4.97 out of 5 average rating, 182 reviews

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Escape to our charming tiny house—The Caterpillar House—where comfort meets minimalist living in scenic Elmore, Vermont. Ideal for solo travelers, couples, or small families seeking a peaceful retreat. Enjoy a private hot tub, fire pit under the stars, and direct snowmobile trail access—perfect for summer and winter getaways. Located on our shared property, this cozy haven is surrounded by nature for a truly relaxing stay.

Popular amenities for Woodbury family-friendly rentals