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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
4.94 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Guest favourite
Home in Town of Hillsdale
Historic 1850s "The Bell House" with Private Pool
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
12–17 Oct
Top guest favourite
Flat in Town of Hillsdale
Walk to a brewery in historic Hillsdale
4.98 out of 5 average rating, 249 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
Guest favourite
Guest suite in Town of Hillsdale
Renovated 1845 building in the Berkshires
4.98 out of 5 average rating, 142 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Cabin in Town of Hillsdale
Hilltop cabin with a swimming pond
4.91 out of 5 average rating, 128 reviews, 4 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
Top guest favourite
Home in Town of Hillsdale
Sprawling Farmhouse + Cottage Perfect for Groups
5.0 out of 5 average rating, 56 reviews, 8 bedrooms, 10 beds, 4.5 bathrooms
10–15 Sept
Guest favourite
Cabin in Town of Hillsdale
Tory Hill Cabin; (North Mountain Cottages)
4.9 out of 5 average rating, 178 reviews, 3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Town of Hillsdale
6 private acres with mountain views
4.97 out of 5 average rating, 78 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Home in Town of Hillsdale
Meadowland Farmhouse — 5 minutes from town
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 5 beds, 2 bathrooms
17–22 Jul
Guest favourite
Home in Town of Hillsdale
5 wooded acres with a wrap-around deck
4.94 out of 5 average rating, 34 reviews, 4 bedrooms, 8 beds, 3 bathrooms
1–6 Aug
Guest favourite
Farm stay in Town of Hillsdale
Colonial on 260 acres, Berkshire views
4.98 out of 5 average rating, 81 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
26–31 Jul
Superhost
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
15–20 Jul
Top guest favourite
Home in Town of Hillsdale
Sprawling Farmhouse Perfect for Large Groups
4.99 out of 5 average rating, 88 reviews, 6 bedrooms, 7 beds, 3.5 bathrooms
10–15 Sept
Superhost
Barn in Town of Hillsdale
1850s carriage house, walk to town
4.88 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Guest favourite
Home in Copake
Modern Rustic Getaway | Quiet | Wifi |Parking
4.97 out of 5 average rating, 76 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Copake Lake
Waterside Private Retreat Home Near Copake Lake
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug