
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.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

Cozy Country Retreat Close to Town
Wake up to the sounds of nature, a cup of coffee on the porch, or cozied up by the fire with a book. Prepare simple meals in the kitchenette, or head out to local restaurants within a ten minute drive. Enjoy being comfortable while close to nature. Guests love the comfortable bed, and the pullout futon makes it an affordable option for families. Nearby walking trails, swimming holes, mountain biking, gravel biking out the door, and cross-country ski areas nearby. Fire pit with wood provided.

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.

the little house
Come rejuvenate in our sweet little cabin tucked into the Vermont mountains. It has such wonderful healing energy! ✨ Cozy up to read a book next to the fireplace or book a private healing session at my studio in Montpelier, VT. I have a passion for creating welcoming, safe spaces that support your nervous system & empower your soul. ❤️ -On site Minister Brook access--5 min. walk -Lots of skiing, hiking, water to explore -18 min to Montpelier- funky downtown, eccentric shops & restaurants

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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.

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.

Cottage Farmhouse Apartment in Heart of Vermont!
Welcome to our charming second-floor cottage-apartment in our historic 1830s brick farmhouse! This cozy space is completely redecorated for guests and features a comfortable queen bed in the sleeping area, a vintage farmhouse kitchen, and a lovely living/dining room with maple floors and travertine in the bathroom. Enjoy the peaceful country setting with eastern mountain views and active farm fields. Wake up to glorious morning sun and blackout shades for a good night’s sleep.

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!

Private Entrance Bed & Bath Farm-Stowe & Smugglers
Feel comfortable and at peace in our cozy yet light filled guest room with it’s own private entrance and spacious bathroom. It is well appointed with antiques, a hand carved queen bed and a big collection of eclectic books that we encourage our guests to go home with. No TV, but Internet speed is fast and wandering the farm and woods or enjoying an interesting book are great alternatives. See Other Details to Note section.

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

Upper Yurt Stay on VT Homestead

Chalet scandinave • Spa sauna • Nature calme

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak

Secluded Luxury Treehouse - Hot Tub + Projector

Guest Suite w/hot tub & fireplace

Cozy Country Apartment with private hot tub

2BR Suite @Smuggs w/sauna, hot tub, arcade & river
Family- and pet-friendly home rentals

Jules Gem

Charmante Tiny House bord de l'eau

Fairytale cabin at The Wild Farm

Hilltop Retreat with Large Deck and Mountain Views

Casita Cabin -Sun drenched cozy cabin on homestead

The Lodge at Blackberry Hill

Beautiful lake-front cottage, Lake Champlain

Northwoods Guest Cabin
Family-friendly home rentals with a pool

Mountain View Farmhouse w/ Orchard White Christmas

Relax in Recreation Paradise!

Modest Mountain Dacha

The House of the Setting Sun, Private Apartment

Private Suite in the Green Mountains

Château Chavís

Ski in/out Condo @ The Lodge at Spruce Peak

Stowe 3BR Townhouse-Excellent location & amenities
Quick stats about holiday rentals that are family-friendly in Woodbury

Total holiday rentals
Explore 30 holiday rentals in Woodbury

Nightly prices starting at
Woodbury holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,860 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Woodbury holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodbury rentals

4.9 Average rating
Woodbury stays are highly rated by guests – averaging 4.9 out of 5!
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- Pet-friendly rentals Woodbury
- Family-friendly rentals Washington County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Sugarbush Resort
- Jay Peak Resort
- Owl's Head
- Loon Mountain Resort
- Mont Sutton Ski Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Dartmouth Skiway
- Jay Peak Resort Golf Course
- Lucky Bugger Vineyard & Winery
- Pump House Indoor Waterpark
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Burlington Country Club
- Val Caudalies - Vignoble & Cidrerie
- Ethan Allen Homestead Museum
- Mt. Eustis Ski Hill
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Lincoln Peak Vineyard




