Vacation rentals in Addison County

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Top-rated vacation rentals in Addison County

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Top guest favorite

A spacious backyard is featured, with green grass and several trees providing shade. Two green Adirondack chairs are positioned near a fire pit, surrounded by lush foliage. Sunlight casts long shadows across the lawn, enhancing the serene outdoor atmosphere.

Cottage in New Haven

4.99 out of 5 average rating, 270 reviews

Small New Haven Cozy Cottage

This very small, compact cottage is in a rural setting, off the beaten path. It is about a 12 minute drive to Middlebury where you can find shops, restaurants and Middlebury College. Burlington is about 40 minutes north of where we are located. Hiking/skiing in the Green Mountains, fly fishing in the nearby New Haven River, boating/swimming on Lake Champlain, and enjoying the many local craft breweries and wineries are some of the many activities you have access to from this beautiful spot.

Guest favorite

The exterior of the yurt is framed by vibrant yellow flowers and lush green foliage. A large, dark window provides glimpses of the interior, while the yurt's colorful exterior is enhanced by natural surroundings, creating a serene ambiance.

Yurt in Bristol

4.93 out of 5 average rating, 311 reviews

Bristol Cozy Yurt near Hiking/Swimming|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..

Guest favorite

Hut in Ripton

4.92 out of 5 average rating, 169 reviews

Breadloaf Hut. Glamping, hiking, biking, foliage

Hiker, writers’, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire.

Top guest favorite

An exterior view of a rustic guest apartment is displayed, featuring a wooden facade with a sloped roof. A set of stairs leads to the entrance on the second floor. A basketball hoop is mounted on the side, and a garage door is visible at the front.

Apartment in Bristol

4.92 out of 5 average rating, 147 reviews

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.

Guest favorite

The cabin's exterior is framed by vibrant autumn foliage, showcasing its wooden structure and large windows. A wraparound deck is visible, along with a backdrop of colorful trees under a partly cloudy sky.

Cabin in Roxbury

4.98 out of 5 average rating, 245 reviews

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.

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 914 reviews

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Top guest favorite

A wooden gate stands at the forefront, leading to a grassy area illuminated by soft solar lights along the path. In the background, a red barn and a building with warm lights hint at welcoming spaces under a cloudy evening sky.

Cottage in New Haven

4.99 out of 5 average rating, 175 reviews

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.

Top guest favorite

The interior of the yurt features a cozy seating area with a blue fabric couch adorned with a patterned pillow and a large, vibrant flower-shaped cushion. A wooden side table holds decorative items, while warm fairy lights enhance the ambiance through the lattice walls, revealing a view of green trees outside.

Yurt in New Haven

4.92 out of 5 average rating, 286 reviews

Song Bird Sangha Yurt

Songbird Sangha was thoughtfully created to provide a peaceful retreat from the world. It is nestled into a beautiful forest with privacy in mind. You will fall in love with the sky dome over your queen sized bed for the most comfortable star gazing ever! Your stay would not be complete without a complimentary campfire & marshmallow and if you would like more magic sign up for our Airbnb Experience The Healing Nature of Horses, a life enhancing encounter . Certified Wildlife Habitat.

Guest favorite

An aerial view reveals a modern two-story home nestled among rolling green fields. The house features a blue exterior with orange and gray accents. A gravel driveway leads to the property, where several parked cars are visible against a backdrop of expansive mountain vistas and cloudy skies.

Apartment in Middlebury

4.98 out of 5 average rating, 132 reviews

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.

Guest favorite

A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.

Tiny home in Warren

4.99 out of 5 average rating, 242 reviews

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*

Guest favorite

The image presents a view from an open door onto a wooden deck. A welcome mat is visible in the foreground, while a parking area and trees displaying autumn foliage can be seen in the background.

Apartment in Bristol

4.86 out of 5 average rating, 155 reviews

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.

Guest favorite

A living area with warm maple plywood walls features a comfortable sofa and a contemporary coffee table atop a patterned rug. Large glass windows provide views of the surrounding trees, and a wood-burning stove is positioned in the corner, adding warmth to the space.

Cabin in Goshen

4.97 out of 5 average rating, 112 reviews

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