A waterfall cascading over rocks into a calm pool surrounded by autumn foliage.

Dalton Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Dalton holiday rentals

A modern kitchen with white cabinetry, a stainless steel dishwasher, and a window with a view.

1. Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton

Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Dalton
9.8 out of 10, Exceptional, (35 reviews)
"Very smooth process for check in and directions. Well provisioned, super clean rooms. Really enjoyed learning about Dalton. And so many sights nearby we love!"
United States
Marcia O.
The price is HK$883
HK$2,362 total
includes taxes & fees
10 Nov - 11 Nov
Bright, relaxing 2-story built in 1843, with WiFi & smart TVs in charming Dalton
Exterior

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,252 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is HK$649
HK$900 total
includes taxes & fees
8 Nov - 9 Nov
Berkshire Mountain Lodge
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,822 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is HK$630
HK$790 total
includes taxes & fees
3 Nov - 4 Nov
Vacation Village in the Berkshires
A hot tub with a wooden deck and chairs, a white building with windows, and a clear sky.

4. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (41 reviews)
"The house was very clean! The hot tub was great! From checking in and checking out the host made everything so easy. We will definitely stay again!"
United States
Kyle R.
The price is HK$1,412
HK$3,304 total
includes taxes & fees
3 Nov - 4 Nov
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
A wooden deck with a table and chairs, surrounded by a white railing.

5. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.6 out of 10, Excellent, (11 reviews)
"Very comfortable and clean accommodations in a nice neighborhood, and a great deck to appreciate the view."
United States
Stephen L.
The price is HK$2,111
HK$3,690 total
includes taxes & fees
13 Nov - 14 Nov
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A cozy living room with a sofa, a wooden chest, and a patterned rug.

6. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A Country Inn with a large, welcoming entrance and a parking area.

7. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
10.0 out of 10, Exceptional, (13 reviews)
"Staying right in the mountain was ideal. The condo was perfect. "
United States
patricia f.
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

8. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock
9.4 out of 10, Exceptional, (19 reviews)
"It's super well located, with a view of the hills from the picture window. Everything is comfortable, everything worked, and host's communication was excellent. Highly recommended."
United States
David
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
A spacious living room with a wooden floor, a sofa, a coffee table, and a lamp. There is a dining area in the background with a table and chairs.

9. Penthouse Apartment on Park Street

Penthouse Apartment on Park Street
Adams
9.6 out of 10, Exceptional, (19 reviews)
"Our stay was beautiful! The check in process was super easy and the building was easy to access. The apartment was very clean and it was a lovely stay."
United States
Margaret C.
The price is HK$1,138
HK$2,094 total
includes taxes & fees
7 Nov - 8 Nov
Penthouse Apartment on Park Street
A row of multi-story buildings with a uniform architectural style, likely a hotel or resort, set against a backdrop of green hills and trees.

10. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"Great place, everything was so easy!!"
United States
Dana
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
A lobby with leather sofas, a fireplace, and a stone wall.

11. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"The apartment itself is very clean and perfect for what we needed - a quick 2 night stay. The pool, hot tub and Jiminy Peak right there was great. Howie, the owner, was excellent with communication. Not his fault, the Country Inn itself is a bit outdated yet front desk assistants were so nice and friendly."
United States
Ann
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

12. Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Hancock
9.6 out of 10, Exceptional, (33 reviews)
"The suite was a great. Comfortable, clean and decorated very nicely. Bed was very comfortable with nice linens and pillows. "
United States
Eileen O.
The price is HK$755
HK$1,668 total
includes taxes & fees
3 Nov - 4 Nov
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Pool

13. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.8 out of 10, Excellent, (12 reviews)
"Host was proactive in communication and answer each and every question."
United States
Amit
The price is HK$1,263
HK$4,028 total
includes taxes & fees
3 Nov - 4 Nov
Comfortable Berkshires retreat on mtn resort, SISO
A modern kitchen with a dining area, built-in shelves, and a large window.

14. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
The price is HK$1,765
HK$2,375 total
includes taxes & fees
3 Nov - 4 Nov
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

15. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
9.6 out of 10, Exceptional, (35 reviews)
"We really enjoyed our stay it was a very nice place for a family."
United States
Shmaya G.
The price is HK$1,263
HK$2,462 total
includes taxes & fees
5 Nov - 6 Nov
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

16. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is HK$1,993
HK$4,609 total
includes taxes & fees
3 Nov - 4 Nov
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

17. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is HK$4,522
HK$8,054 total
includes taxes & fees
3 Nov - 4 Nov
Hancock Village Inn Near Jiminy Peak
A room with a large window, two sofas, and a small table.

18. Mayas Shangrila - A 200-year-old historic farmhouse on 4 secluded acres in the Berkshires

Mayas Shangrila - A 200-year-old historic farmhouse on 4 secluded acres in the Berkshires
Richmond
The price is HK$7,031
HK$9,813 total
includes taxes & fees
3 Nov - 4 Nov
Mayas Shangrila - A 200-year-old historic farmhouse on 4 secluded acres in the Berkshires
A living room with a sofa, armchairs, a coffee table, and a television.

19. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
10.0 out of 10, Exceptional, (12 reviews)
"We had a lovely stay! The home was so well equipped and comfortable. Beautiful area, great restaurant choices and staying here made our Miraval experience perfect."
United States
Patricia O.
The price is HK$2,492
HK$4,738 total
includes taxes & fees
3 Nov - 4 Nov
Sun Filled Lenox Retreat - Minutes to Tanglewood!
A wooden deck with outdoor furniture, a glass door leading to a view of a grassy area with trees.

20. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Hancock
8.0 out of 10, Very good, (1 review)
"I chose this place at the very last minute. It was all that I expected and wanted and more: two bedrooms with three beds, a comfortable living space, two full bathrooms, kitchen with all the basic necessities, TV in each bedroom and in the living room, a dining table and chairs, an outside porch with table, a big open space, and grill, easy parking and access, quiet, .and access to two pools. The place was well tended: clean, with towels and extras blankets ready. Howard, the owner, checked on...
United States
Cecilia S.
The price is HK$988
HK$2,147 total
includes taxes & fees
3 Nov - 4 Nov
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dalton Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The rooms are so unique and cozy, the food was excellent and and the staff was so helpful- Olivia from the front desk went above and beyond while Nellie from housekeeping happily assisted me at the ice machine as I struggled- i love the place so much."
Joey 2-night trip
Posted 7 hours ago
The Red Lion Inn

Find out more about Dalton

Search for holiday rentals in Dalton on Expedia! You can easily find your home rentals, villas, holiday apartments in Dalton using one of the methods below:

  • View our selection of featured holiday rentals in Dalton
  • Use the map to find apartments and other holiday homes in the Dalton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dalton while they last

Look no further and take a look at our great range of rental properties in Dalton!

Frequently asked questions

Are there holiday rentals in Dalton?

Yes, there are holiday rentals close to the most popular sights in Dalton, or you can select a more secluded option if you're looking for a relaxing stay. Dalton is known for its parks and museums.

What are some of the best holiday rentals that Dalton has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Dalton is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

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. Pontoosuc Lake and Berkshire Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Dalton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dalton. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.