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Our top choices for Dalton vacation rentals

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 DaltonDalton
9.8 out of 10, Exceptional, (35 reviews)
$262 nightly
The price is $292
Nov 10 - Nov 11
Total with taxes and fees

2. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (1,258 reviews)
$105 nightly
The price is $117
Dec 8 - Dec 9
Total with taxes and fees

3. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
8.8 out of 10, Excellent, (2,833 reviews)
$122 nightly
The price is $136
Dec 8 - Dec 9
Total with taxes and fees

4. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone DecorHancock
10.0 out of 10, Exceptional, (6 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

5. Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone DecorHancock
10.0 out of 10, Exceptional, (3 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

6. 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 RedoneHancock
10.0 out of 10, Exceptional, (13 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

7. Berkshires Apartment at the Stephentown Hotel
Berkshires Apartment at the Stephentown HotelStephentown
10.0 out of 10, Exceptional, (5 reviews)
$192 nightly
The price is $203
Nov 8 - Nov 9
Total with taxes and fees

8. Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake AshmereHinsdale
9.8 out of 10, Exceptional, (41 reviews)
$364 nightly
The price is $407
Nov 10 - Nov 11
Total with taxes and fees

9. 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 UpdatedHancock
10.0 out of 10, Exceptional, (6 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

10. 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 MtnHancock
9.4 out of 10, Exceptional, (19 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

11. Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone DecorHancock
10.0 out of 10, Exceptional, (2 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

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 BaseHancock
9.6 out of 10, Exceptional, (33 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

13. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.8 out of 10, Excellent, (8 reviews)
$189 nightly
The price is $190
Nov 8 - Nov 9
Total with taxes and fees

14. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
$205 nightly
The price is $206
Nov 8 - Nov 9
Total with taxes and fees

15. Penthouse Apartment on Park Street
Penthouse Apartment on Park StreetAdams
9.6 out of 10, Exceptional, (19 reviews)
$233 nightly
The price is $260
Nov 8 - Nov 9
Total with taxes and fees

16. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4Hancock
9.8 out of 10, Exceptional, (9 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

17. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn ViewsHancock
8.0 out of 10, Very good, (1 review)
$271 nightly
The price is $303
Nov 16 - Nov 17
Total with taxes and fees

18. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country InnHancock
9.8 out of 10, Exceptional, (25 reviews)
$185 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees

19. 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)
$409 nightly
The price is $457
Nov 9 - Nov 10
Total with taxes and fees

20. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
9.6 out of 10, Exceptional, (4 reviews)
$250 nightly
The price is $279
Nov 12 - Nov 13
Total with taxes and fees
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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