Dalton, MA Vacation Homes from AED 716

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

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

In two months

In three months

In four months

Our top choices for Dalton vacation homes

1. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Pittsfield

Ann C.

AED 2,035 total

includes taxes & fees

3 Sep - 4 Sep

Coffee/tea maker, fridge, microwave, oven

2. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Varun M.

AED 887 total

includes taxes & fees

10 Sep - 11 Sep

3. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

AED 835 total

includes taxes & fees

14 Sep - 15 Sep

4. Comfortable Berkshires retreat on mtn resort, SISO

Hancock

Maura L.

AED 2,005 total

includes taxes & fees

7 Sep - 8 Sep

Coffee/tea maker, fridge, microwave, stovetop

5. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Stephentown

Diego G.

AED 2,075 total

includes taxes & fees

6 Sep - 7 Sep

6. stylish Berkshires Retreat

Lee

AED 1,513 total

includes taxes & fees

15 Sep - 16 Sep

7. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

William C B.

AED 1,063 total

includes taxes & fees

13 Sep - 14 Sep

8. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Sherwood Forest

Sharon K.

AED 1,386 total

includes taxes & fees

9 Sep - 10 Sep

9. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

Canaan

Christine C.

AED 1,942 total

includes taxes & fees

9 Sep - 10 Sep

10. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Sherwood Forest

Frank M.

AED 1,457 total

includes taxes & fees

7 Sep - 8 Sep

11. Hancock Village Inn Near Jiminy Peak

Hancock

Price F.

AED 4,220 total

includes taxes & fees

9 Sep - 10 Sep

12. Cozy Home in Pownal VT

Pownal

Jess M.

AED 716 total

includes taxes & fees

13 Sep - 14 Sep

13. Riverbend Berkshire East Basecamp - 3 bedrooms available

Charlemont

Noah K.

AED 3,455 total

includes taxes & fees

9 Sep - 10 Sep

14. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

AED 1,163 total

includes taxes & fees

8 Sep - 9 Sep

15. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

AED 1,173 total

includes taxes & fees

3 Sep - 4 Sep

16. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

AED 1,781 total

includes taxes & fees

9 Sep - 10 Sep

17. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Williamstown

Michelle B.

AED 2,209 total

includes taxes & fees

29 Sep - 30 Sep

18. North Getaway Cottage

Williamstown

Carole S.

AED 1,760 total

includes taxes & fees

17 Sep - 18 Sep

19. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Stamford

Donna E.

AED 1,267 total

includes taxes & fees

9 Sep - 10 Sep

20. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

AED 2,139 total

includes taxes & fees

21 Sep - 22 Sep

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Dalton Hotel Reviews

Willows Motel Williamstown

10/10 Excellent

"Employees were very friendly and helpful during check in. The hotel room was clean, comfortable. The continental breakfast offered was fantastic, plenty of fresh fruit, bagels, muffins, etc. Will stay here again!"

Berkshires Untold

10/10 Excellent

"The entry , bar, and dining room along with the outside patio was beautifully done. It made you happy to be there as it was so welcoming. Ample parking space, great amenities, and comfy quiet room made our stay great. The only thing missing was a floor lamp in our room so we couldn’t read at night as the small lamps were dim."

Quality Inn Great Barrington

8/10 Good

"It is a good value for money. Location is very good, right on the main street, just one block away from downtown Great Barrington with almost all the restaurants and shops within walking distance. Downside is that it is a motel, not a standard hotel. If you have a room on the second floor then you have to haul your luggage up as there is no elevator. Breakfast has bare minimum items. It would help if fresh fruit and cereal is added. There is improvement possible in the overall upkeep. However, I'll certainly recommend it for a short stay for budget customers like me."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dalton vacation homes

1. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2. NEW RENO - Chalet-style farm loft near Tanglewood

3. 1800s Carriage house in Berkshires / Hudson Valley

4. Comfortable Berkshires retreat on mtn resort, SISO