
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.

Farm Stay - Working livestock farm
Come stay in our apartment connected to the barn on our active working farm. We are located 3 miles from the state capitol building in Montpelier, but you would never know it up here. You can cross country ski, snowshoe, hike, or bike out your front door, and we are located within 45 min. from Sugarbush, Stowe, Mad River Glen, & Bolton Valley. You can also check out the local beer & spirits scene, or just relax at the farm. Guests are always welcome to tour the grounds and see the animals.

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.

Beautiful 30ft Yurt in the Green Mountains!
Gorgeous 5 STAR 30-ft yurt. The wrap-around deck looks out to the Worcester Range, trails leading from the yurt to babbling brooks. This charming space includes a fully equipped kitchen and a private bathroom with a claw foot tub/shower. Two queen beds, air mattress & futon mattress. 12 mi. to Montpelier and 7 mi. in the opposite direction to Lake Elmore, 4 miles to Worcester Trailhead and 6 miles to Hunger Mt! A beautiful sanctuary for peace and quiet or Netflix and Wifi, your hearts desire!

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

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.

Peaceful Log Cabin in the Woods
This log cabin is set in the woods in a rural part of northeastern Vermont. Escape the hustle and bustle, clear your mind, and enjoy nature. A great place to get some fresh air or to stay in and take a nap. Beautiful summers for easy hikes and refreshing swims in the lakes of our local Groton State Forest, unbelievable foliage to view from small dirt roads, and tons of outdoor winter activities. Great for a couples getaway, friends weekend, or some quality time with the family.

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!

Cozy rustic Cottage // Close to Stowe
Beer, cheese, long walks in the woods & skiing! Our 180 year old little Farmhouse is close to all the rural essentials. Set on bucolic backroads, looking out towards Stowe, the little Farmhouse is a Vermont country paradise. Starting in 2026, we will be building a home adjacent to the farmhouse. The property might be a bit of a construction project in the Spring and through the Summer. *Read the “rules” section if you plan to bring a dog :) .

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

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Stowe Sky Retreat: Hot Tub/Views/Family Friendly

Metcalf Pond Camp Convenient to Smugglers Notch

Lower Yurt Stay on VT Homestead

Secluded Luxury Treehouse - Hot Tub + Projector

Château Chavís

Fox Den Tiny House w/hot tub 1min to Smuggs

Luxury Tiny Home Getaway
Family- and pet-friendly home rentals

Cady’s Falls Cabin

Pine Cabin, Galusha Hill Farm, incredible view!

Charmante Tiny House bord de l'eau

Carriage House Charm

Super Cozy Cabin with WiFi

Hilltop Retreat with Large Deck and Mountain Views

Casita Cabin -Sun drenched cozy cabin on homestead

The Cabin
Family-friendly home rentals with a pool

Lux Alpine Studio Ski In Ski Out. Spruce Peak 1214

Luxury Suite Jacuzzi Pool White Mtns. River Front

Mountain View Farmhouse w/ Orchard White Christmas

Relax in Recreation Paradise!

The House of the Setting Sun, Private Apartment

Loon Mountain Area Rental - 2Br/2Ba

Private Suite in the Green Mountains

The Charming House in the Mountains
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 $121 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Woodbury holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- 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
- Ethan Allen Homestead Museum
- Burlington Country Club
- Val Caudalies - Vignoble & Cidrerie
- Mt. Eustis Ski Hill
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Lincoln Peak Vineyard




