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Our top choices for Hinsdale vacation homes

1. 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)
The price is AED 988
AED 1,728 total
includes taxes & fees
5 Nov - 6 Nov

2. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!Sherwood Forest
10.0 out of 10, Exceptional, (10 reviews)
The price is AED 536
AED 1,312 total
includes taxes & fees
5 Nov - 6 Nov

3. 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)
The price is AED 257
AED 719 total
includes taxes & fees
5 Nov - 6 Nov

4. Real Estate: Therapy - Lake, Laundry, Love it
Real Estate: Therapy - Lake, Laundry, Love itSherwood Forest
9.6 out of 10, Exceptional, (4 reviews)
The price is AED 195
AED 1,018 total
includes taxes & fees
9 Nov - 10 Nov

5. Sun Filled Lenox Retreat - Minutes to Tanglewood!
Sun Filled Lenox Retreat - Minutes to Tanglewood!Lee
10.0 out of 10, Exceptional, (12 reviews)
The price is AED 1,167
AED 2,206 total
includes taxes & fees
5 Nov - 6 Nov

6. Ellie’s Overlook, best view in the Berkshires!
Ellie’s Overlook, best view in the Berkshires!Richmond
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,157
AED 2,393 total
includes taxes & fees
8 Nov - 9 Nov

7. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
The price is AED 312
AED 778 total
includes taxes & fees
5 Nov - 6 Nov

8. Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISOHancock
8.8 out of 10, Excellent, (12 reviews)
The price is AED 591
AED 1,886 total
includes taxes & fees
5 Nov - 6 Nov

9. Spacious Central Berkshires Home for Groups
Spacious Central Berkshires Home for GroupsLee
9.6 out of 10, Exceptional, (4 reviews)
The price is AED 1,074
AED 2,086 total
includes taxes & fees
5 Nov - 6 Nov

10. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, CanoeingSherwood Forest
9.6 out of 10, Exceptional, (20 reviews)
The price is AED 588
AED 1,375 total
includes taxes & fees
5 Nov - 6 Nov

11. 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 BerkshiresRichmond
The price is AED 3,328
AED 4,639 total
includes taxes & fees
5 Nov - 6 Nov

12. Hancock Village Inn Near Jiminy Peak
Hancock Village Inn Near Jiminy PeakHancock
10.0 out of 10, Exceptional, (22 reviews)
The price is AED 2,310
AED 4,007 total
includes taxes & fees
17 Nov - 18 Nov

13. 1789 Shaker Farmhouse in Berkshires/Hudson Valley
1789 Shaker Farmhouse in Berkshires/Hudson ValleyCanaan
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 657
AED 1,560 total
includes taxes & fees
9 Nov - 10 Nov

14. Secluded Family Home in Serene Stockbridge Woods
Secluded Family Home in Serene Stockbridge WoodsStockbridge
10.0 out of 10, Exceptional, (30 reviews)
The price is AED 1,253
AED 2,257 total
includes taxes & fees
9 Nov - 10 Nov

15. Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Walk to Williams * Steam Sauna * Ritz-Carlton BedWilliamstown
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 992
AED 1,995 total
includes taxes & fees
22 Nov - 23 Nov

16. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ DeckStephentown
9.2 out of 10, Wonderful, (10 reviews)
The price is AED 746
AED 2,087 total
includes taxes & fees
5 Nov - 6 Nov

17. Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Walk into town, soak up sun on enclosed porch & steps away from nature trails!Stockbridge
10.0 out of 10, Exceptional, (42 reviews)
The price is AED 1,690
AED 3,028 total
includes taxes & fees
23 Nov - 24 Nov

18. Maya's Garden House
Maya's Garden HouseGreat Barrington
The price is AED 2,901
AED 4,204 total
includes taxes & fees
1 Dec - 2 Dec

19. Home in Great Barrington
Home in Great BarringtonGreat Barrington
9.8 out of 10, Exceptional, (41 reviews)
The price is AED 793
AED 1,186 total
includes taxes & fees
9 Nov - 10 Nov
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 Hinsdale Hotel Reviews

Quality Inn Lee - Lenox South
8/10 Good
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