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Compare 717 Vacation Homes in Hillsdale with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (241)
The price is SAR 563
SAR 855 total
includes taxes & fees
16 Apr - 17 Apr

Hamptons on the Hudson in South Saugerties
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (16)

Spacious Berkshire Getaway: Hot Tub, Game Rooms, Large Yard Near Jiminy Peak
Spacious Berkshire Getaway: Hot Tub, Game Rooms, Large Yard Near Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is SAR 2,248
SAR 4,122 total
includes taxes & fees
23 Apr - 24 Apr

Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
10.0 out of 10, Exceptional, (1)

Lakeside Retreat Just You, The Lake & The View!
Lakeside Retreat Just You, The Lake & The View!
9.8 out of 10, Exceptional, (70)

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.6 out of 10, Exceptional, (25)

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
9.0 out of 10, Wonderful, (22)

Secluded Lux Mansion Pool Home with Amazing Views
Secluded Lux Mansion Pool Home with Amazing Views
10.0 out of 10, Exceptional, (1)
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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Other property types in Hillsdale

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, (11)

Postcard Cabins Eastern Catskills
Postcard Cabins Eastern Catskills
8.4 out of 10, Very Good, (8)
The price is SAR 751
SAR 952 total
includes taxes & fees
28 Apr - 29 Apr

Micosta Leisure Inn
Micosta Leisure Inn
9.2 out of 10, Wonderful, (96)
The price is SAR 488
SAR 527 total
includes taxes & fees
29 Apr - 30 Apr
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.
Recent reviews of Hillsdale hotels
Recent reviews of Hillsdale hotels

Hotel On North
5/5 Excellent
Will def be back
"I loved this hotel. It is very clean, and has a lot of charm. The staff is lovely and the food downstairs is delicious!"
A verified traveler stayed at Hotel On North
Posted 2 days ago
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