
Holiday houses in Dummerston
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Top-rated holiday rentals in Dummerston
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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.

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!

Tiny A-Frame Rest House in Woods near Mountains
Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

Barnside Cottage at Fruition Farm
Welcome to the Barnside Cottage at Fruition Farm, a newly renovated retreat on 182 acres in southern Vermont. Just 24 minutes from Mount Snow, it offers comfort, privacy, river access, a full-length deck, and four-season beauty. Enjoy hiking, foliage, gardens, and peaceful views. Camp at your own private riverside campsite, complete with fire pit and picnic area. Owners are nearby for support, and up to two dogs are welcome. A cozy, stylish getaway designed for rest, connection, and adventure.

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!

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 .

~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.

Alpine Reflection + Hot Tub
Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

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.

Charming studio in renovated 19th century church.
This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

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.

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 holiday rentals
Other great holiday rentals in Dummerston

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

Cottage amongst the trees

Woodsy Retreat Near Skiing, Private Pool in Summer

Coverd Bridge Cabin

The Church Sanctuary

Mountain Top Escape

Diana's TreeTop Retreat - skiing & hiking

Kipling's Carriage House
When is the best time to visit Dummerston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $302 NZD | $302 NZD | $219 NZD | $188 NZD | $225 NZD | $219 NZD | $294 NZD | $254 NZD | $242 NZD | $254 NZD | $228 NZD | $233 NZD |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Frequently Asked Questions
What are the best places to stay in Dummerston?
Dummerston has vacation rentals in rural neighborhoods, near natural parks, and close to art studios. Many homes offer quiet surroundings, easy access to hiking trails, and family friendly amenities. Local hosts emphasize warm hospitality and a connection to the area’s tradition.
What are the best things to do in Dummerston with kids?
Kids often enjoy visits to covered bridges, nature walks in local parks, and picking produce at farm stands. Opportunities for outdoor play, seasonal workshops, and exploring art studios contribute to family activities. The area emphasizes hands-on, outdoor experiences.
What are some of the best things to do in Dummerston?
Explore hiking trails, visit historic covered bridges, and discover local art galleries and farm stands. Nature and history are often highlighted, with rural landscapes inviting outdoor activities. Seasonal festivals and markets contribute to the community’s atmosphere.
How is the weather in Dummerston?
Dummerston has cold winters, with temperatures around 13–32°F (-11–0°C), and mild summers near 57–81°F (14–27°C). Spring and fall bring fresh air and colorful scenery, though rainfall is quite frequent throughout the year. Packing layers and a waterproof jacket is helpful.
When is the best time to visit Dummerston?
Many visitors appreciate Dummerston in autumn for its vibrant foliage and rural harvest celebrations, while late spring and summer bring mild temperatures and outdoor festivals. Winter attracts those interested in snowy landscapes and cozy indoor activities. Each season highlights different aspects of the area’s traditions.
What are the best places to visit in Dummerston?
Historic covered bridges, the town’s rural parks, and local art galleries are popular places to explore. Visitors often enjoy farm stands featuring Vermont products and community spaces tied to the area's history. Natural landscapes create appealing spots for relaxation.
What are some hiking trails in Dummerston?
Dummerston has woodland paths, riverside routes, and scenic hill trails for various skill levels. Forests and open fields create rewarding hikes, especially in autumn when leaves are vibrant. Local parks and natural reserves are often suggested for a quiet outdoor experience.
What are some family activities we can do in Dummerston?
Families often enjoy nature walks, picnics in local parks, and visits to farm stands for seasonal produce. Local art studios may have workshops, and exploring covered bridges is a favorite. Activities are grounded in the area’s outdoor scenery and community spirit.
What are some of the best day trip ideas from Dummerston?
Day trips from Dummerston frequently include exploring nearby small towns with art communities, visiting riverside parks, and touring maple syrup operations. Regional nature reserves or local history museums give insight into Vermont’s broader culture. Seasonal festivals in neighboring areas are often suggested.
Are there any pet friendly accommodations available in Dummerston?
Dummerston has pet friendly vacation rentals, especially in rural neighborhoods around forested areas and local farms. Many hosts welcome pets with prior notice, and nearby walking paths make outings easy. Review listing details to confirm pet policies.
What are some local tips for visiting Dummerston?
Dummerston has scenic rural landscapes, so comfortable shoes and a camera are often recommended. Locals appreciate slower-paced explorations and suggest checking for seasonal activities, especially in autumn when the foliage changes. Many locally owned shops and farm stands enhance the area’s experience.
What is Dummerston known for?
Dummerston is known for its historic covered bridges, rural landscapes, and vibrant autumn foliage. Locally rooted traditions such as small-scale farming and community arts add to its distinct atmosphere. Outdoor activities and seasonal produce are frequently highlighted.
What are the best hidden gems to explore in Dummerston?
Dummerston’s historic covered bridges, small antique shops, and rural art studios are frequently suggested as hidden gems. Quiet river spots and farm stands also provide unique local experiences. Exploring off the main roads reveals much of the area’s charm.
What are the best foods to try in Dummerston?
Locally made maple syrup, fresh dairy products, and homemade baked goods are frequently suggested flavors in Dummerston. Farm stands often feature vegetables, artisanal cheeses, and preserves rooted in Vermont culinary traditions. Seasonal pies and cider add to the experience.
What should I bring for a trip to Dummerston?
Pack layered clothing, sturdy walking shoes, and a waterproof jacket due to changing weather and frequent rain. A camera, snacks, and reusable water bottles are also welcomed for outdoor excursions. If planning to hike or picnic, consider bringing insect repellent.
What is the nightlife in Dummerston like?
Dummerston has a quiet nightlife, centered on local cafés, occasional live music, and small social gatherings in community spaces. Nearby towns may have additional venues and events. Evenings often focus on relaxed settings and neighborly interactions.
Destinations to explore
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- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Mount Monadnock
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Emerald Lake State Park
- Smith College
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Mount Holyoke College
- Camp Plymouth State Park
- The Montague Bookmill
- Jamaica State Park





