
Family-friendly holiday rentals in Woodbury
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Top-rated family-friendly rentals in Woodbury
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Unwind Amongst the Trees - 15 miles from Stowe
Escape to this newly built cabin located on a secluded lot in Wolcott, Vermont. The town of Morrisville is 8 miles away, Stowe Village is 15 miles away, and many others are referenced in the listing below. Year round activities are plentiful here! Guests enjoy the peaceful and serene setting while having easy access to the surrounding towns. Within 2 miles of this locally crafted cabin are: Elmore Lake & State Park, Lamoille River and Rail Trail, Catamount ski trails & VAST snowmobile trails.

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.

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.

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

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.

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

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.

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

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!

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.

The Cottage at Dunne Dreamin
This two bedroom guest house offers a cozy interior and its own great views. Play on the property's 32 acres or explore the Northeast Kingdom and surrounding areas where you will find family friendly activities, hiking, biking, skiing, antiquing, and a thriving local food and drink scene. It is a great place for individuals, couples and families to relax and get away from it all!
Popular amenities for Woodbury family-friendly rentals
Family-friendly home rentals with a hot tub

Stowe Sky Retreat: Hot Tub/Views/Family Friendly

Cozy Bow House Perched in Trees w/ Hot Tub & View

Scandinavian chalet • Sauna spa • Quiet nature

The 1919 Mountain Farmhouse, new hot tub and patio

Brand new Beautiful Modern Clean Home On River

Scandinavian design Chalet hiking trail + hot tub

Secluded Luxury Treehouse - Hot Tub + Projector

Lux Waterfront Cottage at FarAway Pond
Family- and pet-friendly home rentals

2 bedroom cottage at Stony Brook Farm- Stowe area

Dream Cabin in Vermont

Moose Pond Lodge Snowmobile and ATV

Pine Cabin, Galusha Hill Farm, incredible view!

Private NEK Cabin

Cozy rustic Cottage // Close to Stowe

Razzle's Cabin trailside

Serene Country Cabins 1 In the heart of Vermont
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Mountain View Farmhouse w/ Orchard, Hummingbirds

Quiet stay on 76 acres land with pool!

Lower Yurt Stay on VT Homestead

Sunset Cottage on the Richelieu River CITQ#302701

The House of the Setting Sun, Private Apartment

Gorgeous panoramic views - 4 miles to the mountain

Secluded Cabin Getaway Mountain Lake Community!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Rentals with a firepit Woodbury
- Rentals with a washing machine and dryer Woodbury
- House rentals Woodbury
- Rentals with outdoor seating Woodbury
- Rentals with a patio Woodbury
- Pet-friendly rentals Woodbury
- Family-friendly rentals Washington County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Sugarbush Resort
- Owl's Head
- Loon Mountain Resort
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Franconia Notch State Park
- Jay Peak
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Ice Castles
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Santa's Village
- Middlebury College
- Boyden Valley Winery & Spirits
- Warren Falls
- Shelburne Museum
- Lake Champlain Chocolates
- Waterfront Park
- Shelburne Vineyard




