Family-friendly vacation 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.

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Top guest favourite
The interior of the yurt features a cozy living area with a seating arrangement that includes a loveseat and a futon. A queen-sized bed is positioned in the corner, with high-quality linens. A pellet stove provides warmth, complemented by colorful lanterns hanging from the ceiling.
Yurt in Montpelier
4.94 out of 5 average rating, 598 reviews

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.

Top guest favourite
The yurt is shown nestled among vibrant autumn foliage, with colorful leaves in various shades surrounding it. The exterior features a tan roof and maroon walls, set against a clear blue sky. A winding path leads through the lush grass, inviting exploration of the natural landscape.
Bungalow in Worcester
4.97 out of 5 average rating, 722 reviews

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!

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
4.97 out of 5 average rating, 192 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.

Guest favourite
The exterior of a charming cabin is surrounded by snow-covered trees and a blanketed yard. A bold red door contrasts with the dark wooden facade and multiple windows, inviting entry. The peaceful winter setting emphasizes the cabin's rustic charm.
Cabin in Worcester
4.96 out of 5 average rating, 256 reviews

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

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 118 reviews

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

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. Equipped w. a fabulous yotel 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!

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, 290 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.

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 homes in Hardwick
4.94 out of 5 average rating, 231 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.

Guest favourite
The exterior of the property showcases a light blue building with an array of large windows that provide an open view of the surrounding greenery. The yard features various plants and shrubs adding to the natural setting.
Guest suite in Montpelier
4.9 out of 5 average rating, 463 reviews

Sunny, spacious studio apartment in Montpelier, VT

A beautiful space close to downtown Montpelier with a full set of windows that creates a sunny, open feeling with wooded view. Equipped with a queen bed, single bed, couch, kitchenette (small sink, microave, toaster oven, minifridge, blender, silverware, cups, and dishes). Easy access to the varied actives that Vermont provides. Off-street Parking; separate entrance in a safe and quiet neighborhood; 15minute walk to downtown. Please note this is a no-smoking, no-vaping property.

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, 155 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!

Guest favourite
A farmhouse is positioned in a scenic landscape, with a gravel driveway lined by greenery leading towards it. The sunrise casts warm tones across the sky, reflecting on puddles in the foreground, while a distant tree stands amidst the open fields.
Farm stay in Elmore
4.97 out of 5 average rating, 359 reviews

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 :) .

Top guest favourite
A cozy bedroom corner features a hand-carved queen bed with a warm red cover. An antique dresser with a mirror and a blue lamp is positioned beside a glass-paneled door leading outdoors. Natural light filters through a window adorned with white blinds.
Farm stay in Hyde Park
4.95 out of 5 average rating, 348 reviews

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.

Top guest favourite
The interior space features high wood-paneled ceilings and large windows that invite natural light. A cozy seating area with cushions is positioned next to the window, while a wooden table offers a functional workspace. A staircase leads to the sleeping loft above.
Tiny homes in Wolcott
4.97 out of 5 average rating, 148 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

Quick stats about vacation rentals that are family-friendly in Woodbury

  • Total vacation rentals

    Explore 30 vacation rentals in Woodbury

  • Nightly prices starting at

    Woodbury vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,860 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Woodbury vacation 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!