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Search results; Over 1,000 homes in Hillsdale

Descriptions are based on details hosts provide
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
Suite in an 1881 Victorian inn
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 95 reviews
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
21–26 Jul
Top guest favourite
Flat in Town of Hillsdale
Walk to a brewery in historic Hillsdale
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 249 reviews
Guest favourite
Cabin in Town of Hillsdale
Tory Hill Cabin; (North Mountain Cottages)
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 178 reviews
Top guest favourite
Home in Town of Hillsdale
1830 farmhouse near the Berkshires
2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Town of Hillsdale
6 private acres with mountain views
4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
4.97 out of 5 average rating, 78 reviews
Guest favourite
Home in Town of Hillsdale
5 wooded acres with a wrap-around deck
4 bedrooms, 8 beds, 3 bathrooms
1–6 Aug
4.94 out of 5 average rating, 34 reviews
Guest favourite
Home in Town of Hillsdale
Historic 1850s "The Bell House" with Private Pool
5 bedrooms, 5 beds, 4.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Guest suite in Town of Hillsdale
Renovated 1845 building in the Berkshires
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
4.98 out of 5 average rating, 142 reviews
Top guest favourite
Home in Hudson
1873 farmhouse with a wood-burning stove
3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 120 reviews
Guest favourite
Home in Copake
Fireplace, fire pit, and lake access
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 76 reviews
Superhost
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Top guest favourite
Home in Town of Hillsdale
Modern rustic farmhouse on 3 acres
3 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Copake Lake
Waterside Private Retreat Home Near Copake Lake
3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Cabin in Town of Hillsdale
Hilltop cabin with a swimming pond
4 bedrooms, 4 queen beds, 3 bathrooms
13–18 Sept
4.91 out of 5 average rating, 128 reviews
Top guest favourite
Home in Salisbury
1790s tavern with lakefront and kayaks
3 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 67 reviews
Guest favourite
Home in Copake
Copake Retreat
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
4.9 out of 5 average rating, 139 reviews
Top guest favourite
Home in Copake
Bright/Spacious Getaway at foot of the Berkshires
4 bedrooms, 4 queen beds, 3 bathrooms
30 Jul – 4 Aug
4.95 out of 5 average rating, 104 reviews