Search results; Over 1,000 places in Hillsdale

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Guest favorite
Home in Hillsdale
Lakefront close to ski & shopping
12 guests3 bedrooms8 beds3 baths
May 10 – 15
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May 10 – 15
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ﺩ.ﺇ13,344 for 5 nights
for 5 nights

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Top guest favorite
Apartment in Hillsdale
Serene Suite by Catamount, Hudson, Tanglewood
1 queen bed
May 10 – 15
ﺩ.ﺇ2,389 for 5 nights
for 5 nights
4.99 out of 5 average rating, 203 reviews
Top guest favorite
Room in Hillsdale
Stay with KellyThe non-profit sector,
Charming King by Berkshires, Brewery & Bash Bish
May 18 – 23
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
4.94 out of 5 average rating, 313 reviews
Apartment in Hillsdale
Brooks Motel: Chic Renovations, Book Now!
1 queen bed
May 10 – 15
ﺩ.ﺇ1,441 for 5 nights
for 5 nights
4.6 out of 5 average rating, 101 reviews
Guest favorite
Home in Hillsdale
Sun-drenched cottage surrounded by farmland.
3 beds
May 10 – 15
ﺩ.ﺇ6,350 for 5 nights
for 5 nights
4.94 out of 5 average rating, 81 reviews
Superhost
Home in Hillsdale
Private Getaway on large acreage
1 queen bed
May 10 – 15
ﺩ.ﺇ3,444 for 5 nights
for 5 nights
4.67 out of 5 average rating, 3 reviews
Guest favorite
Home in Hillsdale
Private unit in shared 1830 Farmhouse
2 beds
May 11 – 16
ﺩ.ﺇ4,478 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Home in Hillsdale
Craftsman Cottage
3 beds
May 11 – 16
ﺩ.ﺇ4,090 for 5 nights
for 5 nights
New place to stay
Guest favorite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
Free cancellation
May 26 – 31
ﺩ.ﺇ2,173 for 5 nights
for 5 nights
4.91 out of 5 average rating, 324 reviews
Guest favorite
Farm stay in Hillsdale
FARM HOUSE on Old Horse Farm!
7 beds
May 10 – 15
ﺩ.ﺇ8,718 for 5 nights
for 5 nights
4.97 out of 5 average rating, 70 reviews
Top guest favorite
Home in Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
5 beds
May 11 – 16
ﺩ.ﺇ6,458 for 5 nights
for 5 nights
4.96 out of 5 average rating, 53 reviews
Guest favorite
Home in Hillsdale
Quiet Cottage In The Green River Valley
3 beds
May 12 – 17
ﺩ.ﺇ5,812 for 5 nights
for 5 nights
5.0 out of 5 average rating, 66 reviews
Superhost
Home in Hillsdale
Fenced yard, playroom & the Berkshires - $0 fees
5 beds
May 30 – Jun 4
ﺩ.ﺇ4,859 for 5 nights
for 5 nights
4.9 out of 5 average rating, 143 reviews
Guest favorite
Home in Hillsdale
Berkshire Mountain House
8 beds
May 11 – 16
ﺩ.ﺇ6,996 for 5 nights
for 5 nights
4.94 out of 5 average rating, 32 reviews
Top guest favorite
Apartment in Great Barrington
Private En Suite in Beautiful Victorian
Free cancellation
Jun 10 – 15
ﺩ.ﺇ2,476 for 5 nights
for 5 nights
4.95 out of 5 average rating, 365 reviews
Top guest favorite
Home in Hillsdale
Cambridge Hill Farmhouse - Sauna - Swimming Pond
6 beds
May 15 – 20
ﺩ.ﺇ10,496 for 5 nights
for 5 nights
5.0 out of 5 average rating, 45 reviews
Place to stay in Hudson
Hudson, 2br 2nd floor, lounge 1st floor - sale
3 beds
Jun 8 – 13
ﺩ.ﺇ2,518 for 5 nights
for 5 nights
4.91 out of 5 average rating, 937 reviews
Top guest favorite
Tiny home in Chatham
Top-Rated Tiny House on 70 acres
2 queen beds
May 10 – 15
ﺩ.ﺇ3,598 for 5 nights
for 5 nights
4.99 out of 5 average rating, 239 reviews
Superhost
Cabin in Copake Lake
Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
2 beds
May 17 – 22
ﺩ.ﺇ3,455 for 5 nights
for 5 nights
4.93 out of 5 average rating, 230 reviews