Holiday rentals 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, 149 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

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, 159 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.

Top guest favourite
The exterior of a yellow house is framed by trees, with a view of rolling mountains in the background. A comfortable porch with seating faces the expansive lawn, where the sun sets behind the mountains, casting a warm light over the serene landscape.
Home in Lake Elmore
4.96 out of 5 average rating, 171 reviews

Panoramic Mountain Views. Quiet, Private & Clean.

Your Stowe Area Home with a Panoramic Mountain View. This clean, smoke free, newly built home has all the amenities for a wonderful Vermont vacation. Close to everything yet private. Our home is a comfortable space for families & friends on an adventure, getaway, staycation or as a remote work place. Located on 1.5 acres in Lake Elmore, VT you'll enjoy both peace and beauty. The Lake & Elmore State Park are only 1/2 mile away. The classic New England village of Stowe is our close by neighbor.

Top guest favourite
The farmhouse is displayed with a classic white exterior and a metal roof. A welcoming front porch is flanked by steps leading up to the entrance. Surrounding fields stretch into the distance beneath a clear blue sky, showcasing the home's peaceful rural setting.
Home in East Montpelier
4.99 out of 5 average rating, 138 reviews

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.

Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 335 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

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.

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
4.93 out of 5 average rating, 157 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!

Guest favourite
Cabin in Calais
4.87 out of 5 average rating, 124 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!

Top guest favourite
A charming white home with a red roof sits nestled among green trees. A spacious deck is visible in the foreground, complemented by a path leading to the entrance. Large windows allow natural light to fill the interior, surrounded by a well-maintained yard.
Home in Woodbury
5.0 out of 5 average rating, 24 reviews

Lakeside Vermont Retreat

Ice fishing,cross country skiing, snowshoeing and lots of fun in the snow. Hiking, biking, and more right outside your door. Escape to the beauty of Nelson Pond (Forest Lake) at this charming one-bedroom, one-and-a-half-bathroom home. Perfect for solo travelers, couples, or small families, this cozy retreat features a bright, open living area on the lake. Whether you're here for outdoor adventure or simply unwinding, this home offers the perfect blend of comfort and convenience

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!

Top guest favourite
The house is set against a backdrop of vibrant fall foliage, with a blend of yellow and red leaves surrounding it. Large windows reflect the colors of the trees, while the modern architecture adds to its charm. The scene conveys a harmonious connection with nature.
Home in Stowe
4.98 out of 5 average rating, 202 reviews

Spacious Eco-Friendly Stowe Home for Family Fun

Vacation/Work Remotely or both in this 5 BR and 5 BA gorgeous mountain eco-friendly home. FIBER 100 meg symmetrical wifi, a quiet workspace with desk, monitor, and printer. Fully stocked kitchen, ping pong, fire pit, large family space but quiet spaces too, and 3 ensuite bedrooms! Conveniently located close to town and a short drive to skiing. This is a great family space to reconnect or a space to work remotely for a change of pace.

Top guest favourite
Tiny home in Wolcott
4.98 out of 5 average rating, 228 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 holiday rentals