- Entire Home
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
- Room Type
- Social Connections
- Employee host
- Instant Book
- Property Type
- Host Language
300+ Rentals · Dummerston
300+ Rentals · Dummerston
Nestled in the heart of southern Vermont, Pinecone Pond is a truly special getaway that offers great views, large pond, babbling brook, privacy, and a short ride to Mt Snow, Stratton, Putney, or Brattleboro! Learn More
10 minutes from Brattleboro, 15 minutes from Putney, and about 30 minutes to Mt Snow or Stratton, this house is in a secluded spot with a large pond and a stream running through the backyard. Its the perfect place for a romantic getaway for a couple, or for a family vacation. We recently bought this house from our neighbor, because we've always loved this place. We renovated for a few months, and now its ready to share! We hope you will come experience life here for a little while. It has a...
Five minutes from Brattleboro by car. Quiet county road. Near Mount Snow and Stratton ski resorts. Miles of hiking trails right outside our door. A secluded waterfall in the forest is a 15 minute walk from your room. Learn More
Nick's builder mastery is seen in every detail of our warm home. Near Mt Snow, Stratton and Brattleboro, one of the "best small art towns in America." Our house is a beautiful retreat. Enjoy our deck, cozy TV den, great kitchen and loved space! Learn More
This property was the original barn for the saloon horses in the early 1900's. Later it became the barbershop. We purchased it two years ago from our neighbor, and created a true gem of home with incredible craftsmanship and detail, marrying the original timbers and frame with a lofty great room addition filled with light and warmth. Every part of this house has been hand crafted by Hand of Man Artisan Builder, Nick Marchese, including the doors, cherry spiral staircase, pencil post mast...
Relax under sunshine and moonlit skies. Cross a babbling brook to your retreat. Two miles to historic Brattleboro. Less than an hour to many ski resorts, even closer to hiking trails and bike routes. Two hours from Boston. Three hours from NYC. Learn More
SUPER SWEET Independent access to a one bedroom apartment attached to main house set very far from the road. The giant bedroom has two skylights and a big window with views to super cute goats, chickens, blueberry bushes and sky high pines. A cozy double bed in the bedroom and a full size fluffy futon in the open concept first floor. Fully equipped kitchen with gas stove, table and bar seating. Outdoor parking in drive. Wake up to the sunrise, goats' hellos, and sleep under starry skies ...
Look for the lightning bolt for faster booking
Our renovated church with loft ceilings, great art, beautiful colors, fab kitchen, original stained glass with beautiful morning light, house yoga mats with heated radiant floor....is just minutes from #8 best art towns in America, Brattleboro, VT. Learn More
I bought this church from the Roman Catholic Diocese almost twelve years ago. The stained glass is original and is illuminated each morning by the sunrise coming up over the hill. This stunning space is the result of a three year renovation. The curved walls and archways create a true sanctuary like space that is hard to leave once you are there. Stratton Mountain is 30 minutes to the access road and under 40 to Mount Snow. Brattleboro, just five minutes away, has been voted consistently a...
Formerly a maple sugar shack, converted in 2000 to a vacation site for two with radiant floor heating. Its walls are curved, the interior rustic but full of the warmth and charm of a cozy get-a-way. A great anniversary hideout! Learn More
The Sugar House is tucked into the hillside just below the Scott Farm heirloom apple orchard, home to nearly 100 varieties of heirloom apples and very hungry eager deer looking for a "free lunch"! It is a quiet spot bordered by lilacs and thick grove of maple and other hard woods. You will have the house to yourselves and it is fully furnished and sports a complete kitchen and full complement of bed & bath linens. The gas fireplace and radiant floor heating offer a warm and cozy retreat fr...
This private room is located on the first floor of large community lodge. It has easy access to the guest bathroom/shower and its own private entrance. It has a queen bed and a twin futon. This room has good morning light as it faces northeast. Learn More
Enjoy a visit to a unique and inspiring intentional community setting in rural Dummerston, just outside of Brattleboro Vermont! This is charming bedroom in a large community house with a shared kitchen, guest bathroom with bath and shower. We have an amazing view with 65 acres of beautiful forest to explore. In the summertime there are chickens and pigs as well as vegetable and flower gardens to enjoy. The house is a unique timber frame, whole trees were used as posts and they reach three...
New 16' Shasta Airflyte has outside styling of 1961 with inside conveniences of 2015: AC, microwave, cable TV, and half bath. Comfortable full size bed results from lowering the front table and a small pull out bed is in the back. Campsite included. Learn More
The campsite includes picnic table, campfire, cable TV and WiFi. Options include bedding/towels and breakfast at our on-site food trailer. The entire trailer is yours and you will have full access to the campground and all its amenities. There is a heated community building with showers, a swimming pool, and gift shop/campstore. The owners live on site and will be happy to assist. This corner of Vermont, with easy access to northern Massachusetts and southwestern New Hampshire, offers at...
From this ridge top, the panorama is breath-taking with views over the apple orchard, a rolling hilly landscape, and Connecticut River valley. The house is fully furnished, all linens and a complete kitchen; it simply lacks you and your food! Learn More
The Dutton Farm House, sleeps 8, was meticulously restored to its 1840's period style. This was a farm house then housing for farm workers hired to pick the apples on Fred Holbrook's farm. The library offers a rich assortment of the regional history and culture. There is also a gas fire place in the living room to enjoy. Guests will have complete access to the house, the game room, piano, ridge & forest trails, the abandoned apple orchard, and the nearby CSA garden. The The house is entir...
This private tiny house includes dedicated Wi-Fi, a kitchenette, & hot shower. The space accommodates up to 5 people comfortably. Enjoy an evening by the fire pit or sit on the porch as you take in the quiet peace of the Green Mountains. Learn More
A private bedroom includes a single over double bunk bed. The separate bathroom has a hot shower and great water pressure. The living room is equipped with a futon that can fold out to a full bed. The cottage has its own dedicated high speed Wi-Fi connection so it is possible to watch a movie on your tablet. Or you can get unplugged as the cabin is packed full of your favorite childhood board and card games as well as a nice collection of books. Enjoy the tiny house amenities including a K...
This 2-story solidly comfortable 1890's property offers woodwork throughout, kitchen & dining room with gobs of natural light & forest views, a living room with gas fireplace, couches, library, basement ping pong, and well cared for yard and drive. Learn More
The Kipling Carriage House was the barn for Kipling's Carriage, then became housing for his staff. It is a beautiful 1890's home with rich wood paneling with suggestions of the previous uses. The gas fireplace is really warm and the couch in front of the fire is great for books, reading, sleeping, dreaming. The kitchen/dining room have turn of the century cabinets and windows that fill the room with light and warmth. The property sits on 45 forested acres shared with Naulakha, Kipling's ho...
This is a two bedroom apartment on a bucolic 19th century farm. The apartment is a rustic gem set along the Winhall River. It is within walking distance from Winhall campground and hiking trails--perfect for a weekend in the country! Learn More
This used to be Meyer Schapiro's art studio. It was converted into a two bedroom apartment in 2007. It's quaint, rustic, and very charming having kept the integrity of the original structure and design. The apartment is set on 25 acres of land within the Green Mountain National Forest. It is close to the Winhall Camp Ground (swimming holes, waterfalls, biking/hiking trails, etc) Stratton Mountain, Londonderry, and Manchester. I will be happy to suggest activities, restaurants, and dest...
Look for the lightning bolt for faster booking
Stay in the quintessential Vermont village of Jamaica, 10 mi from Stratton and other fine ski resorts. This lovely 3000 sq. ft. antique home has two full baths, sleeps 10 comfortably and offers all the comforts of home. Learn More
One of our two rental houses in Jamaica (the other is listed on airbnb as 1850's Farmhouse on the River - great for co-vacationing families!) the Parker House, circa 1832, is one of the oldest homes in the village. Throughout its rich history, it has served as a bank, a library, a post office, and even a barber shop. Just think of all the visiting and town gossip that took place there back in the day! The home remains full of authentic integrity and antique charm with a large eat-in kitchen...
Situated less than 10 miles away from Stratton Mountain with Bromley & Magic just a bit farther. Located at the end of a dead end road with lots of trails in the back yard to explore. Guest rooms are upstairs with the bath at the base of the stairs. Learn More
Close to Stratton Mountain and Manchester. Perfect for the outdoor enthusiest in all seasons. Quiet with beautiful mountain views Vermont style just up the back hill. We rent two rooms. One has a queen size bed, day bed and trundle. The other has two twin beds. Please note that we heat with wood. There is one big stove in the living room & kitchen with the heat moving to the rest of the house. The bedrooms are on the second floor so they will be colder. The second floor is just for guest...
This second floor room is beautiful and has the same layout as the room below it, rounded walls 4 windows and great light. It is a little more removed from the activity of the 1st floor and has 1 queen bed making it great for couples. Learn More
Enjoy your private room among a unique intentional community setting in rural Dummerston, just outside of Brattleboro Vermont! This is a charming bedroom in a large community house with a shared kitchen, guest bathroom with bath and shower. We have an amazing view with 65 acres of beautiful forest to explore. The house is a unique timber frame, whole trees were used as posts and they reach three stories high! The wood has been sourced from our land and built by us over the last two years....
Surrounded by woods this authentic Vermont post and beam all-season cottage sits off a quiet road, 3 miles from Stratton Mountain (5 minute drive). Spectacular views of Stratton Mountain from the porch and swimming at the brook on the property. Learn More
Gorgeous brook with swimming on property. Beautiful lake 10 minutes away with kayaking. Perfect summer getaway. Surrounded by woods this authentic Vermont post and beam all-season cottage sits off a quiet road, 3 miles from Stratton Mountain (5 minute drive). Spectacular views of Stratton Mountain from the porch. Sleeps 6 (4 full size beds, 1 pull out futon and 1 couch). Dogs welcome! All rates include fresh sheets & towels. Winter Rate (Dec 1 - April 1): $350/night on weekend $200/nigh...
Rural campsite in beautiful Vermont hamlet. Camp in the backyard or back forty. You choose. Learn More
This listing is for a campsite in a rural Vermont hamlet. Camp anywhere on our nearly 50 acres of land, in the backyard or in the back forty. Bring your own tent and blankets or see our write up called Camping and tent rental at Evernest for other options. When I was younger and more carefree, I traveled around Europe with nothing much more than a backpack on my back and a Eurorail pass. Backyard campgrounds were plentiful there, and cheap. I have always found it to be disappointing that...
Welcome to our Jamaica farmhouse, a place with space to live and breathe the beauty that Vermont has to offer. Simple, authentic, and perfectly close to the village, yet quiet and serene. The peaceful sound of water over stones can be heard from the brook outside the front door. Minutes away from the slopes and other outdoor activities, the entire house is a library- a real treasure for those days one might rather curl up by the stove. The attached yoga/ meditation studio is completely privat...
Look for the lightning bolt for faster booking
Book without waiting for your reservation to be accepted