
House holiday rentals in Addison County
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Top-rated house rentals in Addison County
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Epic Views of the Green Mountains
Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.
4.96 out of 5 average rating, 177 reviews
Architectural House Prickly Mountain
This architectural showpiece is a high-concept concrete manse featuring well-designed details from FAIA Architect David Sellers, such as a curving staircase, exposed concrete structural elements, double height ceilings and open views. PLEASE READ description carefully and ask questions prior to booking. There are 3 beds, 3 baths, open floor plan kitchen, living and dining area and small grassy yard with a view, tucked away in the forest on Prickly Mountain Rd, Warren in the Mad River Valley
4.9 out of 5 average rating, 115 reviews
The Middlebury Cottage
A family, visiting professionals, vacationing couples, and recreation enthusiasts will all enjoy their stay at this Middlebury Cottage. You will be close to everything you want and need - the cottage is just a short bus ride from the Middlebury Amtrak Station, within walking distance of Middlebury College, downtown Middlebury, the Middlebury Food Coop, and the 19-mile Trail Around Middlebury. Just a short drive brings you to Rikert Nordic Center, Middlebury Snow Bowl, the Long Trail, and more!
4.92 out of 5 average rating, 115 reviews
Lake Dunmore Retreat 15 min to Middlebury College
Directly on the shore of Lake Dunmore, our lakefront getaway is a peaceful escape 15 minutes from Middlebury College. Whether you're visiting campus, celebrating graduation, or simply looking for a quiet retreat in nature, this home offers the perfect balance of lakefront relaxation and easy access to town. Spring is a beautiful time on Lake Dunmore. Enjoy mornings with coffee overlooking the water, take a walk along nearby trails, or explore the food scene and shops in downtown Middlebury.
4.96 out of 5 average rating, 146 reviews
This Is Our Farmhouse
Welcome to our Farmhouse! A 2.6 acre property one mile from Bristol Village shopping & restaurants, 20 minutes to Middlebury, 35 minutes to Burlington & Sugarbush. You are staying in the main house. The home is three stories, four bedrooms, two full baths, a full kitchen, three living room spaces, two sofa beds and comfortably sleeps up to 8 people. We live on on the property with an outdoor cat & German Shepherd Jax. We are pet friendly with fee. * Steep stairs from 1st to 2nd floor.
4.98 out of 5 average rating, 116 reviews
Modern Middlebury Retreat - Steps to Downtown
Welcome to your ideal Middlebury escape—where comfort, style, and location come together with ease. In the heart of town, this updated home places you just steps from local shops, dining, and everything Middlebury. Remodeled in 2020 with thoughtful attention to detail, the home features a bright, open-concept design that invites both relaxation and connection. Whether you’re here for a quiet getaway or visiting family and friends, there’s room for everyone to settle in and feel at home.
4.97 out of 5 average rating, 127 reviews
The Little House
You will be close to everything the village of Middlebury has to offer when you stay at this centrally-located, light-filled home. A short walk to Middlebury's coffee shops, retail stores, and restaurants. Very close to Middlebury College and just minutes from hiking, biking, skiing, and many other outdoor activities in the mountains and on the shores of Lake Dunmore or Lake Champlain. Perfect for a quiet stay in town or as an adventure home base. Off-street parking for two cars.
5.0 out of 5 average rating, 108 reviews
Lakefront w/ dock and sauna in the Adirondacks
Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch
4.93 out of 5 average rating, 123 reviews
Lake Dunmore Oasis near Middlebury
Lake house on Lake Dunmore. Come and enjoy summer on the lake. Perfect for late summer and foliage. Sunsets and loons. Hiking, kayaking & cookouts. 3 kayaks w/ life vests on site. Gas grill, patio furniture, table and chairs on dock. Swim ladder from Dock. Dock with whips available to dock boat (19 ft. or less). 8 Miles to Middlebury. 5 minutes to store and year round lakeside restaurant. Garage for bike storage [not for cars]. 3 day minimum stay.
4.96 out of 5 average rating, 157 reviews
Walk Everywhere and Enjoy a Historic Vermont Home
This historic 1860's home has been uniquely renovated to feature it's history combined with modern comfort. The kitchen is the focal place in the home which opens into the dining room. Watch the sunset from the back deck or while soaking in the hot tub! Original wood floors, tin ceilings, doors/door handles, etc. will take you back in time. This oasis in town provides back yard gardens and walking distance to downtown shops/restaurants.
4.96 out of 5 average rating, 110 reviews
Close to college-cheerful, quiet, 2 bedroom home
This recently renovated home is conveniently located 1.5 miles from Middlebury College campus and all that Middlebury has to offer! The back deck and spacious yard are perfect for relaxing outdoors. The open floor plan is cozy for one and accommodates families well. The master bedroom is furnished with a queen bed and the second bedroom has two twin beds. Pack 'n Play and highchairs are available for young children upon request.
4.99 out of 5 average rating, 129 reviews
Lincoln house cottage
This is a charming home with butlers kitchen King suite sleep number bed large walk in shower Open floor plan living dining area very charming to the views Powder room off the living area Beautiful large covered porch overlooking the private yard and gardens fenced in yard great for dogs WiFi perfect for remote working Close to amazing skiing mad river Sugarbush Across from new haven river much more
4.98 out of 5 average rating, 124 reviewsPopular amenities for house rentals in Addison County
House rentals with a pool

Charming Sugarbush Standalone Condo
4.83 out of 5 average rating, 132 reviews
Spacious 5-bed with hot tub, 12 min to Sugarbush
4.99 out of 5 average rating, 96 reviews
Ski in/out 3 Bedroom/3 Bath Sugarbush
4.93 out of 5 average rating, 60 reviews
Perfect Slope-side Ski House at Sugarbush
4.95 out of 5 average rating, 82 reviews
Autumn Foliage Waitsfield VT Spacious Home w/ Spa
5.0 out of 5 average rating, 47 reviews
Private 5BR Mt. view, pool, new hot tub
4.94 out of 5 average rating, 18 reviews
Clyde’s Cabin | Ski-In/Ski-Out at Sugarbush
4.85 out of 5 average rating, 26 reviews
Vermont Guest House: Family-Friendly, EV, Dogs
4.96 out of 5 average rating, 26 reviewsWeekly house rentals

Timber Frame Retreat with Mountain Views
4.98 out of 5 average rating, 232 reviews
Forest Hideaway
4.99 out of 5 average rating, 177 reviews
Ridge House with Mountain Views
4.96 out of 5 average rating, 100 reviews
Purple Door Cottage in the heart of Middlebury!
4.98 out of 5 average rating, 216 reviews
3 story contemporary log cabin
4.94 out of 5 average rating, 84 reviews
Sky Zen - Ridgeline Retreat
5.0 out of 5 average rating, 62 reviews
Weybridge Cottage |Steps from Middlebury College
5.0 out of 5 average rating, 18 reviews
Charming 5 BR ski town home near shops and dining
5.0 out of 5 average rating, 95 reviewsPrivate house rentals

Vermont Country Guest Cottage
4.94 out of 5 average rating, 67 reviews
Charming and Centrally Located Waitsfield Home.
4.98 out of 5 average rating, 54 reviews
Private getaway in East Middlebury, VT
4.99 out of 5 average rating, 76 reviews
Sunny Middlebury village house close to campus
5.0 out of 5 average rating, 15 reviews
Architectural Modernist Cabin - Bauschaus VT
5.0 out of 5 average rating, 50 reviews
Mountain Retreat with Beautiful Views
5.0 out of 5 average rating, 11 reviews
The Lakehouse
4.95 out of 5 average rating, 57 reviews
Heron Bluff on East Creek
4.96 out of 5 average rating, 54 reviewsDestinations to explore
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- Lake George
- Sugarbush Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
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- Trout Lake
- Snow Farm Vineyard & Winery
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- Shelburne Vineyard
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Branbury State Park
- Green River Reservoir State Park
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