Holiday houses in Woodbury

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Top-rated holiday rentals in Woodbury

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.

Home in Plainfield

4.82 out of 5 average rating, 153 reviews

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

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Guest favourite

The exterior of the house is characterized by dark grey siding contrasted by bright turquoise trim. Two orange chairs are positioned on a stone patio area, accompanied by two decorative statues. Multiple windows provide natural light while showcasing an inviting entrance.

Home in Hardwick

4.86 out of 5 average rating, 160 reviews

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.

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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, 249 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.

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Top Guest favourite

Cabin in Morristown

4.97 out of 5 average rating, 185 reviews

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.

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Top Guest favourite

Home in Woodbury

4.98 out of 5 average rating, 102 reviews

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.

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Top Guest favourite

The red wooden house features a welcoming entryway with a prominent front door framed by large windows. Bright green foliage lines the path, enhancing the natural setting. The garage is visible on the left, with sunlight illuminating the exterior.

Home in Hyde Park

4.97 out of 5 average rating, 305 reviews

CLASSIC VT STYLE

This is an authentic VT house tucked between two of the state's most celebrated ski resorts, Stowe and Smuggler's Notch. We are about 30 minutes north of Mount Mansfield with tons of hiking and exploration opportunities. In this area you can enjoy some of the state's most popular outdoor recreational attractions and activities. The space is private and serene and works for all different kinds of local adventures in any season. Come experience a unique part of VT in your own unique VT home!

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Guest favourite

The exterior of a rustic log cabin is featured, showcasing a welcoming porch adorned with hanging plants and ambient lighting. A firepit surrounded by adirondack chairs invites relaxation. A grassy area leads to the wooden deck, with a view of the sky transitioning to evening hues.

Cabin in Wolcott

4.92 out of 5 average rating, 159 reviews

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!

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Guest favourite

Cabin in Calais

4.87 out of 5 average rating, 125 reviews

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!

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Guest favourite

A cozy living area features two leather sofas and two armchairs arranged around a wooden coffee table. A wood-burning stove is positioned against a wooden wall, with lamps illuminating the space. Large windows allow natural light to fill the room, complemented by dark curtains.

Cabin in Woodbury

4.96 out of 5 average rating, 78 reviews

Cozy cabin with loft and gas fireplace

Come enjoy all of your year round outdoor activities. Bring your snowmobile, cross-country skis, snowshoes, bikes, hiking boots, fishing pole, watercraft, swimming trunks, hunting gear . . . you name it! The Outspan Cabin is located directly on the VAST corridor 15 snowmobile trail near junction CA 80 and 3/4 of a mile from Nichols Ledge. During the summer the cabin has a private direct access to Nichols Pond and is part of the 200 acre Kahagon rental properties on Nichols Pond.

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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

5.0 out of 5 average rating, 177 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!

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Top Guest favourite

Tiny home in Wolcott

4.96 out of 5 average rating, 233 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.

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Top Guest favourite

A wooden rocking chair is positioned on a sunlit porch, featuring log siding and a screened door in the background. The flooring is smooth and natural, providing a welcoming spot for relaxation.

Cottage in Hardwick

4.99 out of 5 average rating, 440 reviews

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!

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