Search results; Over 1,000 homes in Hillsdale

Top guest favourite
Barn in Town of Hillsdale
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
3 bedrooms, 3 beds, 2 private bathrooms
12–17 Aug
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4.97 out of 5 average rating, 178 reviews
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 queen bed
19–24 Jul
4.94 out of 5 average rating, 95 reviews
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 queen beds
21–26 Jul
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
5 beds
26–31 Jul
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 queen bed
25–30 Jul
4.98 out of 5 average rating, 249 reviews
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
2 beds
18–23 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Town of Hillsdale
Meadowland Farmhouse — 5 minutes from town
5 beds
16–21 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
3 beds
2–7 Aug
4.98 out of 5 average rating, 120 reviews
Guest favourite
Guest suite in Town of Hillsdale
Overnight at Althouse-Higgins
3 beds
19–24 Jul
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Barn in Town of Hillsdale
Blue Door Barn - Pond and Sweeping Views
2 beds
30 Jul – 4 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in Mount Washington
Chic Cabin in the Berkshires, Mountain getaway!
2 queen beds
25–30 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Copake Lake
Waterside Private Retreat Home Near Copake Lake
5 beds
3–8 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Farm stay in Town of Hillsdale
FARM HOUSE on Old Horse Farm!
7 beds
26–31 Jul
4.98 out of 5 average rating, 81 reviews
Guest favourite
Cabin in Town of Hillsdale
Secluded Mountain Getaway with Swimming Pond.
4 queen beds
13–18 Sept
4.91 out of 5 average rating, 128 reviews
Top guest favourite
Barn in Town of Ancram
Serene Modern Barn near Hudson
3 beds
26–31 Jul
5.0 out of 5 average rating, 28 reviews
Guest favourite
Cabin in Town of Hillsdale
Cabin in the woods near Catamount Ski resort
3 beds
31 Aug – 5 Sept
4.88 out of 5 average rating, 185 reviews
Guest favourite
Home in Town of Hillsdale
Quiet Cottage In The Green River Valley
3 beds
20–25 Jul
4.99 out of 5 average rating, 85 reviews
Guest favourite
Home in Copake
Modern Rustic Getaway | Quiet | Wifi |Parking
3 beds
3–8 Aug
4.97 out of 5 average rating, 76 reviews
Guest favourite
Room in Philmont
Stay with Teshna
Peaceful Angel Retreat Room
20–25 Jul
4.85 out of 5 average rating, 52 reviews