
Holiday houses in Addison County
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Top-rated holiday rentals in Addison County
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The Birch Perch! Treehouse with spa and fire pit!
Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

Studio Retreat
About this Space Our cozy Studio Retreat is nestled in the woods on the 2nd floor of our detached garage, 5 min outside the charming village of Bristol. Bristol has several very good restaurants, shops, an art gallery and a library. You'll find hiking, biking trails and swimming. Middlebury is 15 min away and offers art galleries, breweries, a winery, shops, restaurants, hiking, skiing and more. Burlington is 45 min away, Sugarbush & Mad River Glen ski areas are just 30 min away. Lots to do!

Bluebird Studio- Light filled and airy
This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

The Cottage Apartment in downtown Middlebury.
This charming, 1st floor two-bdr. cottage apartment is steps from Main Street, downtown Middlebury, & walking distance to shops, restaurants, and the College. An historic college town, Middlebury is replete with great restaurants, shops and cultural events to enjoy, all within walking distance. The comforts of this home include private parking, gardens, separate entrance, full kitchen and bath, and sleeps four. It is only a half hour from The Middlebury College Snow Bowl, and Lake Champlain.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Hilltop Cottage With a View
Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Private Guesthouse in the heart of Vergennes
Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

cozy home for a relaxing fall getaway
This newly Renovated Home has everything you will need to enjoy your stay with us. It’s a private home with 2 bedrooms, 2 bathrooms, full size washer and dryer, sitting area, cozy living room, spacious screen porch which is a great place to read or enjoy a meal, also a modern kitchen open to the dining room with a beautiful fireplace and sitting area.

The Berghüttli: The Coziest Cabin in Vermont
The Berghüttli is a Swiss-inspired mountain hut and farm stay located in Goshen, VT (population 168). Inspired by the tradition of mountain huts in the alps, the Berghüttli provides a completely private mountain escape surrounded by National Forest. Take a VIDEO TOUR: search "The Berghüttli" on Youtube

East Wing 2nd Floor Apartment
Comfortable 2nd floor apartment in a contemporary farm house in rural Vermont. Stunning views and setting, surrounded by farmland and mountains. Close to beautiful Bristol Village, 20 minutes to Middlebury, 40 minutes to Burlington. ~30 minutes to Mad River Glen and Sugarbush ski areas.
Popular amenities for Addison County holiday rentals
Other great holiday rentals in Addison County

2-Bedroom , 1 1/2 Bath Apartment with Mt Views.

Peace of the Farm Guest House

Off Grid Romantic Cabin near Sugarbush ski resort

Green Mtn. Treehouse/w Hot tub

Modern Apartment in quiet Vermont

Chipman Hill Apartment.

Romantic Vermont Retreat w/ Sauna near Burlington

Golden Hour on Lake Dunmore; Near Middlebury
Destinations to explore
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- Waterfront rentals Addison County
- Lake George
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Lake Flower
- Middlebury College
- Adirondack Extreme Adventure Course
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Trout Lake
- Elmore State Park
- Warren Falls
- Shelburne Museum
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Snow Farm Vineyard & Winery
- Waterfront Park
- Cochran's Ski Area
- Boyden Valley Winery & Spirits
- Things to do Addison County
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- Nature and outdoors Vermont
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