
House vacation rentals in Dalton
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Top-rated house rentals in Dalton
Guests agree: these houses are highly rated for location, cleanliness, and more.

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

Cleveland House - renovated Berkshires' gem.
Enjoy a retreat in a home full of history - it was a tavern/stage coach stop in the 1800's. Today we have added modern comfort while keeping the charm. We are centrally located in the Berkshires making it easy to enjoy -ski Jiminy, hike Mt. Greylock, and enjoy the culture. Or stay in and unwind. Play games on the flat 3-acre yard or try yoga surrounded by nature. Work remotely in our library. Walk down our country road and enjoy the farms. Most of all, reconnect with family/friends.

Brooksong, the perfect Berkshires getaway
Part of this bright, sprawling, five-acre property was built in 1866 as a schoolhouse. Its historic charm now includes all the updated comforts of home, in an idyllic country setting that's lovely in all seasons. Located a short drive from Jiminy Peak, Brooksong is perfect for a ski vacation and close to plenty of lakes for summer fun. With a pool table, fire pit, and play set for kids, this is the perfect place to recharge and have fun with the people you care about. Welcome to Brooksong!

Cantabile life in the Berkshires
Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

1890 House
Back online after renovations. This beautiful Victorian farmhouse is situated on a 1/2 acre with great views of Mount Greylock, surrounding mountains and quaint town of Adams. The wraparound porch is perfect for relaxing. It is fully furnished and has a fully equipped kitchen. There is a wood stove in living room. Walking distance to Adams/supermarket. Short drive North Adams (MASSMoCA), Williamstown (Clark Museum) and Jiminy Peak (ski resort) which is 30 minutes drive.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Jaw dropping mountain & lake views
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

North Adams Getaway-walk to MASS MoCA
BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
This charming location is perfect for a weekend (or longer!) getaway. With enough sleeping arrangements for 5 people, the cabin is ideal for a couple or a small group of close friends/family. Linens and toiletries are provided, as well as a fully stocked coffee bar. Escape from the everyday & enjoy experiences like Art Omi, local wineries, downtown Hudson & Chatham, skiing, hiking and so much more!

Steps to MoCA private house + SAUNA!
Off season rates—book now! A fully private 4 bed/1 bath home tucked away at a historical estate in central North Adams. Outdoor private sauna, fire pits, gardens. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. Your stay sponsors pro bono residencies for refugee & immigrant musicians. Near ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and others.

19th c. Barn in The Berkshires
<b> Mason Hill Farm </b> is a celebration of everything we love about the Berkshires. Mountain views, a rushing swimmable brook, an historic restored barn and outbuildings surrounded by lush forest and grazing sheep. Follow us @ <b> mason_hill_farm </b> For weddings & events, please contact us for information on our sister property: Hinterland Hall!

Tranquil mid-century modern Berkshires retreat
We love the Scandi House because of its simplicity, openness, warmth, comfort, trees, space, privacy, and convenience. We enjoy this Berkshires retreat for its close proximity to all what Berkshires has to offer in music, arts, and outdoor activities. Most of all, we treasure the tranquility and each other when we are here at the house in the woods.
Popular amenities for Dalton house rentals
House rentals with a pool

The 1770 House

The Catamount Ski Haus with Pool & Hot Tub

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Modern Barn on 12 acres w Sauna, FirePit+swimming

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis

Stylish Rural Sanctuary! (+ Summer Pool)

Hollywood Bungalow in the Berkshires #C0191633410

Casa Luna Country Retreat with Pool, Hudson, NY
Weekly house rentals

Whispering Woods Guest House

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

Marie’s Place unit 3

Lakefront Home on Ponstoosuc Lake, The Berkshires

The Red House

BB's Central Berkshire Home

Berkshires Black Abbey

Spacious 4 Br+ house in the heart of Berkshires
Private house rentals

Modern, Renovated Lakefront Escape

Solomon Ely Homestead set in walkable downtown

Modern Berkshire Mountain Home

Stunning Fall Views! Hot Tub/Movie Room/Game Room

Berkshire Lakehouse - 3 bedrooms - sleeps 5

Contemporary Berkshires Home-5 Mins to Jiminy Peak

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

The Vermont Farmhouse+Quaint Countryside+Holidays
Destinations to explore
- Plainview Vacation rentals
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- Long Island Vacation rentals
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- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Stratton Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Taconic State Park
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Talcott Mountain State Park
- Mount Tom State Reservation
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Albany Center Gallery




