Dalton Vacation Rentals

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Check prices for these dates

Tonight
Dec 17 - Dec 18
Tomorrow
Dec 18 - Dec 19
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Dalton vacation rentals

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2175)
"Awesome for ski"
United States
Lazar
The price is ￥16,092
￥19,673 total
includes taxes & fees
Dec 18 - Dec 19
Vacation Village in the Berkshires
Exterior
Huttopia Berkshires

Camping in Williamstown

Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ￥26,367
￥29,452 total
includes taxes & fees
Dec 18 - Dec 19
Huttopia Berkshires
Front of property - evening/night
The Ponds at Foxhollow

Condo resort in Lenox

The Ponds at Foxhollow
3.0 star property
8.6 out of 10, Excellent, (136)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The Ponds at Foxhollow
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥27,789
￥31,040 total
includes taxes & fees
Dec 18 - Dec 19
Jiminy Peak Mountain Resort
Exterior
Taborton Harvest Boulder Pines Cabin in the woods

Cabin in Sand Lake

Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ￥19,346
￥28,346 total
includes taxes & fees
Dec 26 - Dec 27
Taborton Harvest Boulder Pines Cabin in the woods
Interior
Family Ski Getaway in the Berkshires

Vacation Home in Great Barrington

Family Ski Getaway in the Berkshires
9.4 out of 10, Exceptional, (6)
The price is ￥31,341
￥45,725 total
includes taxes & fees
Dec 18 - Dec 19
Family Ski Getaway in the Berkshires
TV, DVD player, books, video library
Peace and quiet on the lake

Vacation Home in Sherwood Forest

Peace and quiet on the lake
9.6 out of 10, Exceptional, (230)
"Great communication, comfortable home, love the location"
United States
Susan C.
Peace and quiet on the lake
Exterior
The Kemble- Built by a US Secretary of State in Lenox

Villa in Lenox

The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (18)
"Perfect house for our family reunion. Everything was perfect."
United States
Michael C.
The Kemble- Built by a US Secretary of State in Lenox
Fridge, microwave, oven, stovetop
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Vacation Home in Great Barrington

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
10.0 out of 10, Exceptional, (28)
"Wonderful old house, very comfortable space for a large family gathering. The kitchen was well-equipped, and exceptionally clean. The host was communicative and responsive, although everything was so well-thought out on his part, we didn't have much need to talk to the hosts. Excellent location, less than five minutes to Great Barrington, and twenty to Tanglewood and Lenox. "
United States
Johnathan B.
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Dining
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Vacation Home in Stockbridge

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (135)
"Clean house, well appointed, great location, responsive owner"
United States
sara m.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Vacation Home in Hancock

Comfortable Berkshires retreat on mtn resort, SISO
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is ￥49,836
￥113,374 total
includes taxes & fees
Dec 18 - Dec 19
Comfortable Berkshires retreat on mtn resort, SISO
Exterior
Bear Creek Cabin

Cabin in Charlemont

Bear Creek Cabin
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥61,908
￥93,182 total
includes taxes & fees
Dec 20 - Dec 21
Bear Creek Cabin
Outdoor spa tub
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Apartment in Pownal

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
9.4 out of 10, Exceptional, (85)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
United States
Elizabeth R.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Interior
Amore Estate - beautiful room with many places to explore and relax in.

Vacation Home in Lenox

Amore Estate - beautiful room with many places to explore and relax in.
9.2 out of 10, Wonderful, (33)
"Beautiful property. The house and grounds, including a beautiful pool were amazing. Loved sitting on the porch and watching the birds.So much to do in the Berkshires, would definitely like to come back."
United States
Jacquie S.
Amore Estate - beautiful room with many places to explore and relax in.
Fridge, microwave, oven, stovetop
Taborton Harvest Timber Trails Unique cabin experience

Cabin in Sand Lake

Taborton Harvest Timber Trails Unique cabin experience
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is ￥19,346
￥28,346 total
includes taxes & fees
Dec 26 - Dec 27
Taborton Harvest Timber Trails Unique cabin experience
Smart TV, fireplace, foosball, books
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Vacation Home in Great Barrington

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
10.0 out of 10, Exceptional, (54)
"What a wonderful property for our girls trip! The house is clean, there’s so much hangout space, and it’s so well supplied. "
United States
Danielle R.
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Property grounds
Experience Three Sisters Sanctuary in Goshen, MA

Vacation Home in Goshen

Experience Three Sisters Sanctuary in Goshen, MA
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA
Outdoor dining
Hancock Village Inn Near Jiminy Peak

Vacation Home in Hancock

Hancock Village Inn Near Jiminy Peak
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥92,707
￥171,959 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Hancock Village Inn Near Jiminy Peak
Property grounds
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Vacation Home in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (150)
"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."
United States
Sarah A.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Exterior
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Apartment in Lee

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.4 out of 10, Exceptional, (71)
"Wonderful time !! Location was perfect and we really enjoyed our time here "
United States
Sue P.
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dalton Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming. Highly recommend making reservations at their Tavern or Dining Area. Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline 1-night trip
Posted 2 days ago
The Red Lion Inn

Find out more about Dalton

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Frequently asked questions

Are there vacation rentals in Dalton?

Yes, we give you a choice of vacation rentals close to popular points of interest in Dalton, or you can go with a secluded option if you're looking for relaxation. Dalton is known for its parks and museums.

What are some of the best vacation rentals in Dalton?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental near Dalton comes with WiFi so you can feel at home during your trip.

What can I see and do in Dalton?

Cultural attractions include Crane Museum of Papermaking, whereas Wahconah Falls State Park is a spot to enjoy nature. Barrington Stage Company and Berkshire Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Dalton?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Dalton. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.