
Holiday rentals in Woodbury
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Top-rated holiday rentals in Woodbury
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Cozy Mountain Retreat with a View of Mt Hunger
Nestled in the heart of Vermont's best skiing, hiking, dining + golfing right between Waterbury and Stowe. We're just minutes to downtown yet the private driveway that opens to 10 acres feels like you're a world away. The apartment has a private locking entrance through a shared garage, well stocked kitchen, cozy sitting area with a view of the mountains, full bathroom, memory foam mattress and blackout shades. We are family friendly with a highchair, pack n' play + changing table upon request!

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.

Stowe, Vermont - Private Second floor apartment.
Private One bedroom apartment, on the second floor. Two adults only, one adult must be minimum age 25 Our reservation availability opens three months out. Air conditioning. Fireplace. no pets. no smoking, vapping, or e- cigarettes. Trout pond, poles available. Downtown village 3.2 miles. Burlington International Airport - 37 miles Stowe Mountain Resort - 11 miles - 18 minutes Von Trapps lodge & Brewery - 7.2 mikes - 17 minutes Ben & Jerry’s Factory - 18 miles - 18 minutes.

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.

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.

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.

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!

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 a tree top sunrise. Have coffee in the hammock while watching the birds. Spend your days skiing fresh powder or apple picking and return home to quirky records, books, and games. Well-behaved pets welcome. Extensive seasonal local guide upon booking.

Charming Tiny House bord de l'eau
Discover our charming Tiny House, ideal for a warm stay by the river. Enjoy on-site trails and private access to the water. This lovingly designed project reflects our happiness to have a peaceful haven where you can recharge your batteries and enjoy outdoor activities. We want to share this experience with those looking for a pleasant moment of well-being in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.

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.

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.

Maple Sugar Shack | Hot Tub, Sauna, River & Views
Welcome to The Maple Sugar Shack, a cozy tiny house along the Lamoille River in Johnson, Vermont. Guests enjoy access to a shared riverside spa experience with a year-round hot tub, treehouse barrel sauna, and river access for cold plunges. With Buffalo check décor, local maple touches, Green Mountain views, and nearby skiing, hiking, and zip-lining, it’s a perfect Vermont getaway.
Popular amenities for Woodbury holiday rentals
Other great holiday rentals in Woodbury

Slope-side posh little condo at Sugarbush!

XC-Ski Heaven, Modern Secluded Cabin in Greensboro

Lakeside camp with homelike feel

Mountain Therapy

Cozy Peaceful Cottage

Modern Farmhouse Condo: fast WiFi+close to it ALL!

Bear Cub Studio on Main St

Morningstar Meadow - your home in Vermont
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.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jay Peak Resort
- Sugarbush Resort
- Owl's Head
- Loon Mountain Resort
- Mont Sutton Ski Resort
- Jay Peak
- Bolton Valley Resort
- Franconia Notch State Park
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Ice Castles
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Santa's Village
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Waterfront Park
- Lake Champlain Chocolates
- Warren Falls
- Boyden Valley Winery & Spirits




