Family-friendly vacation rentals in Woodbury

Mountain View Farmhouse w/ Orchard, Pool is Open!

This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

Family · Kitchen · Getting around

Historic House in the Village of Hardwick

Rochester House is near restaurants, trails, family-friendly activities, and lake beaches. It's convenient to many destinations, including, Hill Farmstead, Caspian Lake (beach) and Craftsbury. A short walk to the Farmer's Market, grocery stores, and most village restaurants. Downtown is .7 miles, 15 min walk. This may be too far in winter. There is a city plowed sidewalk all the way during snow season if needed. House of Pizza is only 2 blocks. We are in the village, please respect neighbors.

Kitchen · Family · Bathroom

The 1919 Mountain Farmhouse, new hot tub and patio

Welcome to your charming mountain getaway—The 1919 Mountain Farmhouse! Located just 10 minutes away from Montpelier and 40 from Stowe proper, this newly renovated 1919 farmhouse comfortably sleeps 8 and is the perfect choice for a relaxing stay. Nestled among quiet farmland, you and your guests will enjoy sipping coffee/wine on the back deck with full mountain views. After a fun day enjoying local trails, shops, mountains, and more—a table inside or outside awaits a meal to be shared with all.

Kitchen · Family · Parking

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.

Family · Indoor spaces · Value

Modern Post&Beam w/ Hot Tub, Waterfall, Mtn. Views

Welcome to The Eddy at Stowe Falls, a thoughtfully designed, quintessential VT getaway. Boasting gorgeous sunrise mountain views, a roaring seasonal waterfall, hot tub, wood beamed ceilings, and a cozy wood stove, this home is your private oasis. Enjoy modern comfort and feel away from it all, while being only 10 min. north of Stowe village with great restaurants & shops, <20 min to Stowe Mtn Resort, and minutes to great hiking/biking/breweries. Experience the sounds, smells, and feels of VT.

Indoor spaces · Family · Quiet

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.

Kitchen · Indoor spaces · Access

Lakewood Lodge & Hot Tub

Welcome to Lakewood Lodge, a peaceful retreat on beautiful Woodbury Lake! Relax in the hot tub or by the fire pit while listening to loons on the lake. Enjoy our beach and dock. Inside, find a light-filled living space with soaring ceilings and a wall of windows overlooking the lake. Explore this outdoor enthusiast's VT paradise of hiking, mountain biking and xc skiing trails, and charming local eateries. Lakewood Lodge offers the perfect blend of tranquility and adventure for your getaway.

Indoor spaces · Family · Walkability

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!

Family · Kitchen · Walkability

Fabulous Fall Foliage on water in the heart of VT

Welcome to Maple Corner! Come relax in this lakeside 4-season cabin tucked away in the heart of beautiful Vermont. This rustic but finished cabin features a full kitchen and all amenities you might need for a peaceful getaway. The wide deck overlooking Curtis Pond is the perfect place to have breakfast or listen to the evening loons calling. Swim in the summer, snowshoe or ski in the winter. Walk to the country store or visit Montpelier 15 minutes away for more activities. Come escape!

Kitchen · Indoor spaces · Value

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!

Family · Indoor spaces · Parking

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 will be a bit of a construction project through the Summer. *Read the “rules” section if you plan to bring a dog :) .

Indoor spaces · Family · Value

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.

Indoor spaces · Family · Biking