
Holiday rentals in Addison County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Addison County
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Peaceful Getaway in Bristol Village.
Simple beauty, generous space and peace, in a second floor one bedroom guest apartment with bathtub, shower and galley kitchen without stove. Double futon in living area for additional guests. A very sweet private getaway for a couple, or group of friends or small family. Bristol is a true New England find with an active arts community, good restaurants and shops, as well as several yoga and tai chi instructional groups. Settle your energy here and enjoy life. Skiing and hiking nearby.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

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.

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Another Day in Paradise at Sugarbush Mountain
Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

Hancock hideaway
Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Boston Magazine Pick! Barn Loft
*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house. A J1772 Level 2 EV charger is available for an additional $10 per night.

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.
Popular amenities for Addison County holiday rentals
Other great holiday rentals in Addison County

Charming one bedroom just minutes to Middlebury!

Cozy 1 bedroom guest suite in Lincoln VT

Golden Milestone

Welcome to the Hill

Scenic Vermont Green Mountain Retreat

Little City Brick Apt B - Downtown Vergennes

Charming and Centrally Located Waitsfield Home.

Forest Hideaway
Destinations to explore
- Apartment rentals Addison County
- Boutique hotels Addison County
- Rentals with an EV charger Addison County
- Rentals with pools Addison County
- Family-friendly rentals Addison County
- Rentals with a washing machine and dryer Addison County
- Rentals with an accessible-height toilet Addison County
- Fitness-friendly rentals Addison County
- Rentals with outdoor seating Addison County
- Rentals with a patio Addison County
- Rentals with breakfast Addison County
- Townhouse rentals Addison County
- Hotel rooms Addison County
- Flat rentals Addison County
- Rentals with lake access Addison County
- Pet-friendly rentals Addison County
- Farm stay rentals Addison County
- Rentals with a fireplace Addison County
- Rentals with a hot tub Addison County
- House rentals Addison County
- Rentals with a sauna Addison County
- Bed and breakfasts Addison County
- Rentals with a firepit Addison County
- Beachfront rentals Addison County
- Chalet rentals Addison County
- Guest house rentals Addison County
- Ski-in/ski-out rentals Addison County
- Cabin rentals Addison County
- Rentals with beach access Addison County
- Private suite rentals Addison County
- Rentals with a kayak Addison County
- Waterfront rentals Addison County
- 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
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Trout Lake
- Boyden Valley Winery & Spirits
- Warren Falls
- Snow Farm Vineyard & Winery
- Elmore State Park




