Holiday houses in Woodbury

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Top-rated holiday rentals in Woodbury

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Top Guest favourite
The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.
Apartment in Morristown
5 out of 5 average rating, 122 reviews

Private Getaway on Lake Lamoille

Tucked away on Lake Lamoille in Morristown, this beautiful brand new apartment is just minutes from town and yet offers tranquility and spectacular views. The lake is home to eagles, herons, geese, ospreys and fish! You will see kayakers out there fishing! Stowe Mt and Smuggler’s Notch are both nearby. Breweries, art galleries, restaurants are close by. You can walk or bike to the 93 mile Lamoille Valley Rail Trail from our home. Our shed is available for storing your bikes, kayaks or skis.

Superhost
A green, two-story home is set against a backdrop of trees and blue sky. The building features a balcony on the upper level and multiple windows, allowing natural light to fill the interior. Well-kept greenery surrounds the property, enhancing the outdoor space.
Home in Marshfield
4.93 out of 5 average rating, 146 reviews

Eco Friendly Countryside Home

This is a cozy and energy efficient home in VT countryside 25 minutes from Montpelier. The open floor plan downstairs with a modern equipped kitchen is ideal for cooking and connecting with others. A super deep tub for baths is luxurious. Starlink has been added for high speed internet access. The home is close to 5 ski mountains (50 min), within walking distance to cross-country ski trails, hiking, leaf peeping, snow machining, swimming, shopping & restaurants. There is a strict no pet policy.

Top Guest favourite
A newly built cabin features rustic red siding and a welcoming porch with blue chairs. Surrounded by lush greenery, the cabin's entrance is framed by trees, providing a sense of seclusion. A stone pathway leads up to the front door, enhancing accessibility.
Cabin in Wolcott
4.99 out of 5 average rating, 217 reviews

Unwind Amongst the Trees - 15 miles from Stowe

Escape to this newly built cabin located on a secluded lot in Wolcott, Vermont. The town of Morrisville is 8 miles away, Stowe Village is 15 miles away, and many others are referenced in the listing below. Year round activities are plentiful here! Guests enjoy the peaceful and serene setting while having easy access to the surrounding towns. Within 2 miles of this locally crafted cabin are: Elmore Lake & State Park, Lamoille River and Rail Trail, Catamount ski trails & VAST snowmobile trails.

Top Guest favourite
A cozy sitting area features a couch and an armchair, complemented by decorative cushions. Wall art is displayed above a television, and a kitchenette is visible in the background. Warm lighting enhances the inviting atmosphere in this thoughtfully arranged space.
Guest suite in Waterbury Center
4.94 out of 5 average rating, 482 reviews

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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, 294 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 home in Hardwick
4.95 out of 5 average rating, 242 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.

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, 162 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
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, 364 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 :) .

Guest favourite
Cabin in Worcester
4.95 out of 5 average rating, 228 reviews

Pet Friendly Cozy Treetop Cabin near Mt Worcester

Come get Vermonty like a local. A quiet sanctuary home base for adventure. Pick raspberries, climb a mountain, and cool off in a swimming hole. Far away from it all yet close to all you want to do. Wake up to the tree top sunrise, have coffee in the hammock while watching the birds, spend your days skiing or apple picking and return home to quirky records, books and games. Well-behaved pets welcome. Extensive seasonal local guide upon booking.

Top Guest favourite
Tiny home in Wolcott
4.97 out of 5 average rating, 176 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.

Top Guest favourite
Cottage in Elmore
4.93 out of 5 average rating, 129 reviews

Mountaintop Loft: Private Guest House w/ Fireplace

This renovated 1bd/1ba has a Smart TV with streaming options, a remote control powered fireplace, board games, & comfortable lounging. The kitchen is fully stocked plus a dishwasher, washer and dryer for laundry. As you step outside, the outdoor pond-side firepit awaits, offering a tranquil spot to enjoy the peaceful surroundings as you gaze out over the serene water. Pet friendly for up to 1 dog with a $75 pet fee.

Guest favourite
A bright living area is shown with a cozy gray couch, a brown bean bag chair, and a wooden dining table surrounded by two chairs. Light enters through a glass door leading to a private deck. A bedroom is visible in the background with a bed and soft drapes.
Apartment in Waterbury Center
4.93 out of 5 average rating, 182 reviews

The Howard Loft

Secluded couples' getaway centrally-located in the best part of Vermont. Enjoy the large private deck with views of Camels Hump. Dedicated secure room for bike and ski storage! Close to Route 100, next to Waterbury Reservoir, 5 mins to Waterbury and 10 mins to Stowe. Excellent post-ride/ski options nearby including The Alchemist, Cold Hollow Cider Mill (0.3 miles), and the Ben & Jerry's Factory.

Popular amenities for Woodbury holiday rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Woodbury?

    Experience the best of Woodbury with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Woodbury?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woodbury have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Woodbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Woodbury?

    Woodbury has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Woodbury have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Woodbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Woodbury?

    Four-legged friends are welcome in Woodbury. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woodbury?

    Yes! Work meets play with ease at over 10 vacation rentals in Woodbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Woodbury have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Woodbury. Enjoy a tailored experience with all the comforts you desire.

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