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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
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 252 reviews
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 97 reviews
Superhost
Barn in Town of Hillsdale
Historic 1850s Carriage House Studio @ Town Center
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.88 out of 5 average rating, 16 reviews
Guest favourite
Cabin in Town of Hillsdale
Secluded Mountain Getaway with Swimming Pond.
4 bedrooms, 4 queen beds, 3 bathrooms
13–18 Sept
4.91 out of 5 average rating, 128 reviews
Rooms in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Town of Hillsdale
Historic 1850s "The Bell House" with Private Pool
5 bedrooms, 5 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest suite in Town of Hillsdale
Overnight at Althouse-Higgins
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 143 reviews
Home in Town of Hillsdale
Secluded 19-Acre Hudson Valley Escape w/ Pool
3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Guest favourite
Room in Town of Hillsdale
Sweet Butter and Cream Guestroom
1 double bed, 1.5 bathrooms
1–6 Aug
4.81 out of 5 average rating, 75 reviews
Guest favourite
Cabin in Town of Hillsdale
Cabin in the woods near Catamount Ski resort
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.88 out of 5 average rating, 186 reviews
Top guest favourite
Barn in Town of Hillsdale
Blue Door Barn - Pond and Sweeping Views
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Room in Town of Ancram
The Doodletown
1 double bed, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 210 reviews
Guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 120 reviews
Top guest favourite
Farm stay in Copake
Hudson Valley Charming Farm House 70 acre farm
3 bedrooms, 9 beds, 2.5 bathrooms
19–24 Aug
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Home in Copake Lake
Waterside Private Retreat Home Near Copake Lake
3 bedrooms, 5 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Town of Hillsdale
Meadowland Farmhouse — 5 minutes from town
3 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 22 reviews