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Search results; Over 1,000 homes in Hillsdale

Guest favourite
Flat in Town of Hillsdale
The Reynolds Room at the Historic Hillsdale House
1 bedroom, 1 bed, 1 private bathroom
1–6 Sept
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4.81 out of 5 average rating, 80 reviews
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 bedroom, 1 queen bed
19–24 Jul
4.93 out of 5 average rating, 91 reviews
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 bedroom, 1 queen bed
23–28 Jul
4.98 out of 5 average rating, 245 reviews
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
2 bedrooms, 2 beds
5–10 Jul
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Barn in Town of Hillsdale
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
3 bedrooms, 3 beds
12–17 Jul
4.97 out of 5 average rating, 174 reviews
Guest favourite
Guest suite in Town of Hillsdale
Overnight at Althouse-Higgins
2 bedrooms, 3 beds
6–11 Jul
4.98 out of 5 average rating, 141 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds
9–14 Jul
4.97 out of 5 average rating, 77 reviews
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds
5–10 Jul
Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds
2–7 Aug
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Town of Hillsdale
Meadowland Farmhouse — 5 minutes from town
3 bedrooms, 5 beds
14–19 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Town of Hillsdale
Sprawling Farmhouse Perfect for Large Groups
6 bedrooms, 7 beds
20–25 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Home in Town of Ancram
Near Hudson-Gorgeous Sunsets+Catskill Mt Views
3 bedrooms, 3 queen beds
6–11 Jul
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Ghent
The Wool House - Luxe Hudson Farmhouse on 3 acres
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Egremont
Modern Farmhouse 5 minutes from Great Barrington
2 bedrooms, 2 beds
6–11 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Copake
Modern Farmhouse w/ Firepit-5min to Bash Bish
2 bedrooms, 3 beds
8–13 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms, 3 beds
11–16 Jul
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Ghent
Stylish Hawthorne Valley Farmhouse Retreat
2 bedrooms, 4 beds
8–13 Sept
4.98 out of 5 average rating, 144 reviews
Guest favourite
Home in Hudson
The Cistern House - charming farmhouse in Hudson
4 bedrooms, 4 beds
13–18 Jul
5.0 out of 5 average rating, 9 reviews