
Holiday houses in Addison County
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Top-rated holiday rentals in Addison County
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Charming one bedroom just minutes to Middlebury!
Just minutes away from Middlebury College, this well designed 1 bedroom is the perfect place for a stress-free getaway! Great location for parents to stay when visiting their Midd kids. The renovated apartment is well appointed with central heating/AC, super fast WiFi, laundry machines, full kitchen, full en suite bathroom with bath and shower, brand new queen bed and mattress, a great room with dining, cozy seating, and a 65" smart TV. This clean and tidy unit is the definition of easy living.

Bristol Cozy Yurt near Hiking/Skiing|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

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.

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Mountain View Retreat
This clean, quiet, ground-level apartment enjoys an out-of-town feel and expansive mountain views while being conveniently located to the town of Middlebury, Middlebury College, the Green Mountain National Forest, the Middlebury College Snow Bowl and the Rikert Nordic Center, and more. This 1 bedroom/1 bath apartment features an open living concept and a fully equipped kitchen and is just 1.5 miles from restaurants and grocery stores and 2 miles from the college.

Sunrise over South Mountain
This is a spacious guesthouse/retreat where you can relax and unwind. There are great views and walking down the road is serene, with open fields bordered by woods and teaming with wildlife. In the winter you can Nordic ski or snowshoe right outside your door, through fields and woodland paths down by an active sugar-bush. We currently have chickens as well as my friendly dog Annie who loves to play. We also have a young kitty named LB who is a pip.

Middlebury Village Retreat | Fast Fiber WiFi
Enjoy a cozy, stylish and private experience at this centrally-located apartment Free ultra fast Fiber Wifi, office desk + chair for work 2 smart Tv’s connected to wifi for your enjoyment 2.5 miles to Middlebury College. Visit nearby hiking trails, Lake Dunmore Branberry Beach see our guide for hiking and skiing and more! Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury

Overlook at the Office
Fall in love with Bristol. This sweet one-bedroom efficiency right in the Gateway to the Green Mountains has everything you need, whether you are looking for a short weekend getaway or longer seasonal stay. Opening up this listing with all new small-kitchen appliances, queen bed, and new bathroom. Central to the town park and stores, and only miles away from ski areas, hiking trails, and water activities.

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.

Nice one bedroom cottage
Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. High speed internet/hulu disney+ espn/washer-dryer/ac/ns

Quiet, Cozy Loft w/ Mountain View’s! Remote Work!
Exceptional value. Charming, comfortable and cozy second story Loft. Open concept living with exposed beams and cathedral ceiling. A true rustic Vermont experience as you relax after a day of skiing, hiking, mountain biking, or simply enjoying the beauty of the Mad River Valley.
Popular amenities for Addison County holiday rentals
Other great holiday rentals in Addison County

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Welcome to the Hill

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Studio Retreat
Destinations to explore
- Rentals with an accessible height toilet Addison County
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- Lake George
- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Adirondack Extreme Adventure Course
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Lake Champlain Chocolates
- Waterfront Park
- Warren Falls
- Boyden Valley Winery & Spirits
- Trout Lake
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill




