Vacation rentals in Dummerston

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Top-rated vacation rentals in Dummerston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A stone patio area with a dining table and chairs invites relaxation outdoors. The guesthouse features large windows that provide views of the surrounding woodland. Lush greenery and natural light create a serene setting, complemented by a nearby path leading to the garden.
Guesthouse in Marlboro Township
4.97 out of 5 average rating, 182 reviews

Refined, serene and like no other, Marlboro, VT.

Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

Guest favorite
A sunlit sunroom features expansive floor-to-ceiling windows, offering views of the surrounding forest and golden light. A comfortable sofa is placed beside a textured area rug, with a small table and chairs set up for dining. Natural wood accents enhance the serene environment.
Home in Guilford
4.94 out of 5 average rating, 139 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Top guest favorite
Treehouse in Brookline
4.98 out of 5 average rating, 259 reviews

Glamping Cabin with Hot Tub on Flower Farm

<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 377 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

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, 189 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 .

Top guest favorite
Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.
Cottage in Newfane
4.99 out of 5 average rating, 283 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”.

Top guest favorite
A charming barn exterior is adorned with rustic wooden siding and features a striking red door framed by flowering gardens. Lush greenery and colorful blooms enhance the entrance, leading to the inviting space within.
Apartment in Dummerston
4.93 out of 5 average rating, 431 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 crackling fire pit surrounded by snow provides warmth on a cold winter evening. The house, covered in a blanket of white, features windows glowing softly from within, creating a cozy ambiance in the snowy landscape.
Home in Newfane
4.97 out of 5 average rating, 153 reviews

Peaceful cabin close to skiing & Brattleboro

Country privacy close to the best of Southern VT! This spacious home is close to skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants. Open concept with fireplace, cook's kitchen, jet bathtub, gardens, winter hot tub off deck, and large patio and fire pit give the perfect vibes for your VT gathering. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat.

Guest favorite
A modern building features a sleek black exterior and solar panels on the roof. A wooden walkway connects to the upper level, surrounded by lush green trees and vibrant foliage, creating a natural backdrop against the structured design.
Apartment in Brattleboro
4.95 out of 5 average rating, 207 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.

Guest favorite
A vibrant garden filled with diverse flowers in various colors stretches across the foreground. In the background, a rustic barn made of dark wood is contrasted with a red house that features white trim and multiple windows, set against a backdrop of lush greenery.
Apartment in Newfane
4.87 out of 5 average rating, 170 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.

Top guest favorite
An outdoor hot tub is positioned on a wooden deck, offering expansive views of lush green mountains and treetops. The bright blue sky complements the serene landscape, creating a peaceful setting for relaxation.
Cabin in Newfane
4.99 out of 5 average rating, 313 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.

Guest favorite
A spacious king-sized bed is centered in a light-filled loft. Large triangular windows provide unobstructed views of the surrounding trees, allowing natural light to brighten the room. Soft, white linens enhance the serene atmosphere, complemented by wall sconces on either side.
Cabin in Townshend
4.95 out of 5 average rating, 197 reviews

Modern Cabin with Outdoor Spa on Vermont Farm

Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.

Popular amenities for Dummerston vacation rentals

When is the best time to visit Dummerston?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Dummerston?

    Dummerston has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Dummerston?

    Experience the best of Dummerston with our cabin rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Dummerston?

    Four-legged friends are welcome in Dummerston. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Dummerston?

    Yes! Work meets play with ease at over 20 vacation rentals in Dummerston featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Dummerston vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Dummerston, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cabin rentals in Dummerston have air conditioning?

    Absolutely! We offer over 10 cabin rentals with air conditioning in Dummerston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dummerston have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Dummerston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dummerston have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Dummerston. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dummerston have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Dummerston. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Dummerston?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Dummerston

  • Total vacation rentals

    Explore 50 vacation rentals in Dummerston

  • Nightly prices starting at

    Dummerston vacation rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 4,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Dummerston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dummerston rentals

  • 4.9 Average rating

    Dummerston stays are highly rated by guests—averaging 4.9 out of 5!

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