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208 Home 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, 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 lot of speci...
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...
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...
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 private room is located on the first floor of the Outermost Village Green. It has it's own full bathroom (XL shower, no tub), a private entrance via the back porch, a full size bed, a ceiling fan and a TV that one can use for watching DVD's on! Learn More
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...
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...
The sun shines into this brightly colored room early in the morning, which is why we call it the Morning Room. This room has one single bed, a bookshelf of children's stories, and a cozy upstairs location. It is good for a child or a single person. Wanderlusters might enjoy this space. This country Vermont home is located at the dead end of a dirt road. Surrounded by field, forest, the house is situated in a little hamlet of rustic farm-y houses. We have a big house that has held ...
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...
Solitude is yours in the first floor bedroom in this 175 year old farmhouse. Situated on the side of Stratton Mountain, you are poised to ski or snowboard, snow shoe, cross country ski, hike, do yoga, or sit by the confluence of two brooks. Learn More
Cozy room with single bed off the livingroom, on the first floor. Jay Hawk is the name of this retreat: Jamaica Healing Arts and Wellness Center/ JHAWC. The livingroom is heated by a wood stove, so there's nice radiant heat, although this little room can get chilly. There are lots of blankets. Shared bath and kitchen are also on the first floor. One woman, one man, one 16 year old Border Collie, two cats, and two bunnies call this home, too (and a little dust). Free Wi-Fi, shared bat...
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...
Our lovely antique farmhouse, circa 1850, is rich with history and charm. With original wide pine floors, plaster walls, slate roof, and classical lines, you will get a true taste of Vermont's beautiful architecture nestled in the mountains. Learn More
One of our two rental houses in the village of Jamaica (the other is listed on airbnb as The Parker House - great for co-vacationing families!) our lovingly maintained 1850's riverfront farmhouse with a large attached barn is just minutes from Vermont's best skiing resorts - Stratton, Magic, and Bromley Mountains. Sit and relax in the Adirondack chairs as you listen to the Pikes Falls River running through the private backyard. Gather with friends around the crackling woodstove in the cozy ...
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....
J.H.A.W.C. Jamaica Healing Arts and Wellness Center is your destination for your personal retreat. Come unwind and unplug. Warm and inviting double bed upstairs. Share kitchen and bath. At the confluence of two brooks and bordering forest land. Learn More
Old farmhouse on a dirt road bordering the Green Mountain National Forest. Minutes to Stratton. Quiet, contemplative, restorative. A little dusty. WiFi, easy parking, washing machine and dryer, DVD player, wood burning stove. Shared kitchen and bath (great claw foot tub!) Jay Hawk Single bedroom downstairs may also be occupied by a renter.
Great for the agile, athletic, easy-going, and gregarious, this room is a small loft above the kitchen. It is semi-private with a view of the downstairs and comforted by the wafting heat of a woodstove in the room below. Learn More
This country Vermont home is located at the dead end of a dirt road. Surrounded by field, forest, the house is situated in a little hamlet of rustic farm-y houses. We have a big house that has held up to 25 guests in the nooks and crannies in the past. This listing is for the loft above the kitchen. This nook is very homey but only good for nimble people who can climb the ladder. It is not appropriate for very small children, but those who are old enough to not tumble out to the flo...
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...
This is our most popular room. It is suitable for most types of people with a queen sized bed and a nearby bathroom with a bathtub. Learn More
This country Vermont home is located at the dead end of a dirt road. Surrounded by field, forest, the house is situated in a little hamlet of rustic farm-y houses. We have a big house that has held up to 25 guests in the nooks and crannies in the past. You will stay in Vaughn's Room, the recently created bedroom on the ground floor. This bedroom has a queen sized bed with a memory foam liner. Everyone seems to think it is very comfy. There is an optional blow-up queeen-sized bed tha...