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

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

LocationValueBackyard

4.82 out of 5 average rating, 153 reviews

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

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.

FamilyValueTV

4.86 out of 5 average rating, 160 reviews

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

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.

FamilyValueBreakfast

4.97 out of 5 average rating, 341 reviews

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

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.

ValueFamilyQuiet

4.97 out of 5 average rating, 250 reviews

Top Guest favourite

Home in Woodbury

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.

LocationFamilyWalkability

4.98 out of 5 average rating, 103 reviews

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

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!

FamilyLocationAccuracy

4.93 out of 5 average rating, 160 reviews

Guest favourite

The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.

Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

Welcome to our newest gem at Uncommon Accommodations—a luxury modern A-frame treehouse nestled above the Lamoille River. Spend your days exploring the woods and river, then unwind in the shared riverside spa with a year-round hot tub, treehouse barrel sauna, and refreshing cold plunges. Cook dinner in your full kitchen or gather at the outdoor kitchen with a BBQ grill, pizza oven, and dining area before ending the evening with a fire, projector movie, or a quiet drink on your private deck

FamilyValueCheckout

4.91 out of 5 average rating, 111 reviews

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

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!

ValueLocationDecor

5.0 out of 5 average rating, 177 reviews

Superhost

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

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 :) .

FamilyLocationLaundry

4.96 out of 5 average rating, 372 reviews

Top Guest favourite

Tiny home in Wolcott

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.

ValueLocationKitchen

4.96 out of 5 average rating, 233 reviews

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

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!

LocationFamilyView

4.99 out of 5 average rating, 440 reviews

Guest favourite

A cozy living area features a gray sofa and a wooden coffee table on rustic wood flooring. Antique furnishings are arranged throughout, including a bookshelf and framed artwork on the walls. Soft lighting from exposed bulbs adds warmth to the space.

Cabin in Cabot

Cabot Cabin on a Road Less Traveled

Our cozy 1830's cabin right down the road from a famous breathtaking view over the Northeast Kingdom. Our cabin is undeniably rustic but furnished with well-loved antiques. Open floor plan - bebdrooms open to house. DSL wifi /smart TV. Natural landscape, right on a well-maintained dirt road not far from the main road & Cabot Village. Note: no pets, children 7yrs and up only.

LocationValueSkiing

4.93 out of 5 average rating, 229 reviews