Vacation rentals in Dummerston

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Top-rated vacation rentals in Dummerston

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Superhost

An outdoor gathering area is surrounded by lush greenery, featuring a wooden fire pit and four seating options. Two curved wooden chairs and two bench-style seats are arranged around the fire pit, creating a cozy atmosphere for relaxation in nature.

Guesthouse in Brattleboro

4.92 out of 5 average rating, 529 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Superhost

A bathtub is positioned beside a large window, offering views of the surrounding greenery. Natural light filters through sheer curtains, illuminating the tub and a neatly rolled towel placed nearby.

Cottage in Putney

4.82 out of 5 average rating, 271 reviews

The Cottage, a house built for guests.

In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Top guest favorite

A modern kitchen features dark cabinetry and a sleek countertop. Above the sink, a window graphic displays a vibrant landscape of fields and sunlight. An under-mounted sink and essential appliances are visible, along with subtle decorative touches like a vase of flowers.

Apartment in Brattleboro

4.99 out of 5 average rating, 141 reviews

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by A gorgeous view of the river and mountain across the street .

Guest favorite

A night sky displays a gradient of purple and dark blue tones, with stars scattered across the expanse. Silhouettes of power lines extend from the foreground into the distance, contrasting against the celestial backdrop.

Camper/RV in Guilford

4.93 out of 5 average rating, 142 reviews

Monadnock Sunrise Forest Hideaway

Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for up to two adults and one kid (63" long fold down couch).

Guest favorite

A snow-covered mountain is visible in the distance, with skiing trails marked by white lines. Soft clouds drift across the peak, bathed in the warm colors of sunset. Surrounding trees are silhouetted in front of the mountain, adding depth to the natural landscape.

Tiny home in Jamaica

4.94 out of 5 average rating, 1,270 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Top guest favorite

A designated seating area is featured by a sunny window with grid-patterned glass. Soft, white throw pillows are positioned on a cozy bench, while sheer white curtains gently frame the view of the outdoor greenery.

Cottage in Newfane

4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Guest favorite

A rustic barn apartment features a weathered wooden exterior surrounded by lush greenery. Vibrant flowers enhance the garden area, which is bordered by logs and fencing. Large windows provide glimpses of the interior, inviting natural light into the spaces.

Apartment in Dummerston

4.92 out of 5 average rating, 412 reviews

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Top guest favorite

A light yellow exterior of a two-story building is visible, featuring a sloped roof and a garage door on the left. A manicured garden with shrubs and decorative elements is positioned near the entrance, along with a satellite dish mounted on the wall.

Condo in Brattleboro

4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .

Top guest favorite

Apartment in Brattleboro

4.95 out of 5 average rating, 176 reviews

Contemporary forest eco-retreat, mountain views

This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

Superhost

The exterior of the cabin is depicted, showcasing its rustic wooden structure and sloped roof. A grassy area extends in front, with a driveway leading to the entrance. Adirondack chairs are positioned nearby, inviting relaxation amidst the natural surroundings.

Home in Dummerston

4.96 out of 5 average rating, 130 reviews

The Sugar House

The Sugarhouse is a fully furnished one bedroom cabin, with a complete kitchen, bathroom with shower and open living / dining room area. It is located on a quiet Vermont country road bordered by historic New England dry stone walls, maple trees, and the beautiful Scott Farm. You can hike, bike, or snowshoe right out the front door. While you’ll feel a world away, you’ll be only 5 miles from Interstate 91 and 10 minutes from Brattleboro or Putney.

Guest favorite

A warm living and dining area is showcased, featuring wooden paneled walls and a rustic table. A cozy couch provides seating, while an overhead light fixture adds illumination. An equipped kitchen is visible, complete with a gas stove, microwave, and essential appliances.

Apartment in Newfane

4.87 out of 5 average rating, 146 reviews

Apartment at Five Ferns

A cozy spot perfect for quick romantic getaways and an equally comfortable base for longer adventures. Views out your windows show perennial flower gardens and trees. Queen mattress in a spacious bedroom, en-suite bathroom (shower), and a living/dining area with an equipped kitchen are all at your service. Enjoy our yard and trails along the river. We are an easy 5 minute drive to a fantastic restaurant and many more within 15 minutes of driving.

Guest favorite

Cabin in Newfane

4.99 out of 5 average rating, 277 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

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Other great vacation rentals in Dummerston

Guest favorite

A stone mortar and pestle sits prominently on a wooden kitchen table, highlighting the craftsmanship of the space. In the background, dining chairs are arranged around a table, with soft, natural light illuminating the warm tones of the interior.

Place to stay in Dummerston

4.82 out of 5 average rating, 77 reviews

The Church Sanctuary

SarahRating, 5 stars6 days ago

Great space for a large group to gather. Well stocked kitchen to cook in. Comfortable beds. So grateful to Natalie that she opens her home to the MAID organization.

Guest favorite

The cottage exterior features a wooden facade with a green metal roof, framed by vibrant trees. A covered porch with potted flowers welcomes visitors, while large windows allow natural light to fill the space. The peaceful setting highlights the connection to nature.

Cabin in Guilford

4.96 out of 5 average rating, 73 reviews

Guilford Grove Cottage

JulieRating, 5 stars6 days ago

Joel's place was impeccably clean and free of clutter. The shower pressure was excellent. The kitchen had everything you need ro cook, and it was a treat to have milk, eggs, english muffins and coffee available for breakfast as well as tea which you can enjoy sitting out on the porch. It is a short drive to Brattleboro and the surrounding area is exquisitely beautiful.

Guest favorite

An outdoor space features a fire pit surrounded by log seating, with flames crackling in the center. In the background, a deck with steps is visible, above neatly stacked firewood. Bistro seating is arranged on gravel, complemented by greenery and nearby structures.

Apartment in Putney

4.97 out of 5 average rating, 97 reviews

Minimal organic hideaway inspired by nature

ItaRating, 5 stars3 weeks ago

Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.

Guest favorite

Home in Chesterfield

4.95 out of 5 average rating, 56 reviews

The River House

ColinRating, 5 stars2 weeks ago

Would love to come back some day, great trip

Guest favorite

A warm wood-paneled interior features a cozy seating area with a bench and a rocking chair. Large windows provide views of the surrounding forest, while a patterned area rug and a vintage lamp add to the rustic charm.

Cabin in Brookline

4.94 out of 5 average rating, 17 reviews

Off-the-Grid Cabin in the Forest

AndrewRating, 5 stars3 weeks ago

Ideal cabin in the woods for a secluded forest getaway - well stocked kitchen, and the outhouse is 10/10. Very responsive and helpful!

Top guest favorite

A serene river view is captured, framed by trees displaying autumn foliage in hues of orange and yellow. The calm water reflects the surrounding greenery, creating a peaceful outdoor setting. The riverbank is lined with foliage, adding to the tranquil atmosphere.

Home in Newfane

5 out of 5 average rating, 14 reviews

Winchester Stables Farmhouse

ChristinaRating, 5 stars3 months ago

The host, Suzanne, was very accommodating and quick to respond to our questions and requests. We had a lovely time at the house. It was relaxing and comfortable. We also were thrilled to schedule horse riding lessons while visiting. The trainer, Jayda was an excellent teacher! The location is an easy drive to Stratton, Brattleboro, and Manchester. We also went to the Newfane Market, where you can get excellent sandwiches and a variety of delicious scratch baked goods. We had a laid-back, peaceful stay. Many thanks to everyone at Winchester Stables.

Guest favorite

A charming cabin, labeled 'River Camp,' features a wooden exterior and a spacious porch adorned with potted flowers. The surrounding greenery enhances the natural setting, while a small table with chairs is visible on the porch, inviting relaxation and enjoyment of the outdoors.

Cottage in Brattleboro

4.97 out of 5 average rating, 31 reviews

On the Water at North Bridge Cove

StephRating, 5 stars3 weeks ago

2nd time staying here, lovely little spot on the river. Well-priced and met our needs. Best for 1-2 travelers and folks who either have a car or don't mind the easy walk into town. I'll likely stay here again when I next visit Bratt!

Top guest favorite