Family-friendly holiday rentals in Woodbury

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodbury

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

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Top Guest favourite

A rustic cabin with a red wooden exterior is situated at the lake's edge, surrounded by dense greenery. A deck extends from the cabin over the water, while mist rises from the serene lake's surface, creating a tranquil atmosphere.

Cabin in Wolcott

4.96 out of 5 average rating, 221 reviews

Boathouse Cabin on Lake Wapanacki with Sunset View

A stunning renovation of a 100-year old Boathouse, this cabin sleeps two and features a full kitchen & bathroom. The Boathouse is situated right at the lake's edge and has a full glass front, deck with a grill to take advantage of unbeatable sunset views. You will also have a private dock and canoe. Perfect getaway for couples who are looking to explore or just unplug and spend a few days relaxing. Wapanacki is dog-friendly! Please see info about our pet fee in the notes below. Sorry-no cats.

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Top Guest favourite

A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.

Treehouse in Moretown

4.97 out of 5 average rating, 182 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

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Top Guest favourite

A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.

Treehouse in Hancock

4.98 out of 5 average rating, 173 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

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Top Guest favourite

An A-Frame cabin is framed by vibrant fall foliage, showcasing shades of orange and yellow. A spacious deck is visible with seating, and a vintage blue truck is parked nearby. The cabin features large windows that allow natural light to fill the interior.

Cabin in Stowe

4.95 out of 5 average rating, 187 reviews

The Summit House - remodeled unique A-frame

Welcome to The Summit House, a completely renovated A-Frame cabin less than 1 mile to downtown Stowe. Wake up to views of the morning light casting through the forest from your glass wall bedroom. Relax after a day exploring the mountains in the huge spa style rainfall shower. Settle down after dinner around the modern wood burning fireplace while watching your favorite shows on the 50" TV. It's not just a rental, it's an experience. The latest addition to the OM Home Residences collection.

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Guest favourite

The exterior of a rustic log cabin is featured, showcasing a welcoming porch adorned with hanging plants and ambient lighting. A firepit surrounded by adirondack chairs invites relaxation. A grassy area leads to the wooden deck, with a view of the sky transitioning to evening hues.

Cabin in Wolcott

4.94 out of 5 average rating, 154 reviews

Cozy Log Cabin - Sauna - Fireplace - Sleeps 10!

Escape to a classic Vermont log cabin in charming Elmore—just 25 minutes from Stowe and Montpelier, without the traffic! Cozy up by the fireplace, recharge in the infrared sauna, cook in the fully stocked kitchen, or enjoy games, toys, and a fire pit under the stars. With comfy beds, AC, WiFi, and plenty of space for kids (and pups 🐾), it’s the perfect family-friendly retreat year-round. Easy access to Stowe, Smugglers Notch, Morrisville, & Montpelier. Lake Elmore is just minutes away!

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Top Guest favourite

A spacious bedroom features a large bed with white linens, complemented by an area rug with a subtle design. Two large windows dressed in sheer white curtains allow natural light to fill the room. A wooden rocking chair adds a cozy touch to the corner.

Farm stay in Wolcott

4.97 out of 5 average rating, 298 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

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Guest favourite

A cozy cabin nestled among trees features a wooden exterior and a vibrant red metal roof. A spacious porch wraps around the front, bordered by greenery. Sunlight filters through the leaves, creating a serene and inviting setting in a natural woodland environment.

Cabin in Morristown

4.91 out of 5 average rating, 271 reviews

Birch Tree Cabin! Pets Welcome!

A cute, cozy dream tucked away in the woods of Vermont. Completely private and yet close to everything. You can feel the warmth, charm, and uniqueness of Vermont. The fenced in area will be a great playground for your 4-legged family members! Home! We are aiming to create a eco friendly and living with nature environment. Part of that is to have an edible landscape during the warm months. From fruit trees to berries to herbs it is a wonderful experience for young and old. MRT-10102198

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Top Guest favourite

The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.

Tiny home in Hardwick

4.95 out of 5 average rating, 259 reviews

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

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Top Guest favourite

The cottage, featuring a wooden exterior and large windows, is surrounded by greenery and natural rock formations. A stone pathway leads to the entrance, which is sheltered by an overhanging roof. Sunlight illuminates the peaceful setting, highlighting the rustic charm of the structure.

Guesthouse in Waterbury Center

4.99 out of 5 average rating, 278 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

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Top Guest favourite

A rustic cabin with a wooden exterior is surrounded by lush greenery. The inviting porch features several rocking chairs and is accessed by steps from a grassy area, while a gravel driveway leads to the entrance, enhancing the private setting.

Cabin in Wolcott

5 out of 5 average rating, 174 reviews

Meadow Woods Cabin, private, cozy and unconnected

Enjoy beautiful sunsets from your rocking chair on the cabin's wonderful porch. There is a large, well equipped kitchen, open space floor plan, new shower unit and plenty of closet space in the bedroom. Easy access to VAST snowmobile trails, within an hour's drive to 3 ski areas (Stowe, Smuggler's Notch and Jay Peak), X-Country skiing right outside the door or in Craftsbury or Stowe. Elmore State Park is 3 miles away. Hiking trails and kayaking abound!

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Top Guest favourite

Tiny home in Wolcott

4.98 out of 5 average rating, 206 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.

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Guest favourite

A cozy living area features a gray sofa and a wooden coffee table on rustic wood flooring. Antique furnishings are arranged throughout, including a bookshelf and framed artwork on the walls. Soft lighting from exposed bulbs adds warmth to the space.

Cabin in Cabot

4.93 out of 5 average rating, 226 reviews

Cabot Cabin on a Road Less Traveled

Our cozy 1830's cabin right down the road from a famous breathtaking view over the Northeast Kingdom. Our cabin is undeniably rustic but furnished with well-loved antiques. Open floor plan - bebdrooms open to house. DSL wifi /smart TV. Natural landscape, right on a well-maintained dirt road not far from the main road & Cabot Village. Note: no pets, children 7yrs and up only.

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