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Search results; Over 1,000 homes in Hillsdale

Home in Town of Hillsdale
Fenced yard, playroom & the Berkshires - $0 fees
4 bedrooms, 5 beds, 3 private bathrooms
9–14 Sept
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4.84 out of 5 average rating, 193 reviews
Guest favourite
Rooms in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds
23–28 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 bedroom, 1 queen bed
23–28 Aug
4.98 out of 5 average rating, 258 reviews
Guest favourite
Home in Town of Hillsdale
Historic 1850s "The Bell House" with Private Pool
5 bedrooms, 5 beds
26–31 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 bedroom, 1 queen bed
23–28 Aug
4.94 out of 5 average rating, 104 reviews
Guest favourite
Cabin in Town of Hillsdale
Secluded Mountain Getaway with Swimming Pond.
4 bedrooms, 4 queen beds
13–18 Sept
4.91 out of 5 average rating, 128 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds
13–18 Sept
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
2 bedrooms, 2 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Guest suite in Town of Hillsdale
The Barn @ Althouse - Higgins
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Barn in Town of Hillsdale
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
3 bedrooms, 3 beds
7–12 Sept
4.97 out of 5 average rating, 182 reviews
Superhost
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Cabin in Town of Hillsdale
Cabin in the woods near Catamount Ski resort
2 bedrooms, 3 beds
15–20 Sept
4.88 out of 5 average rating, 187 reviews
Guest favourite
Home in Town of Taghkanic
Wildflower Cottage near Hudson w/ Fire Pit & AC
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Town of Hillsdale
Berkshire Mountain House
4 bedrooms, 8 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
3 bedrooms, 3 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 123 reviews
Top guest favourite
Guest house in Athens
Athens Cottage
2 bedrooms, 3 beds
29 Aug – 3 Sept
4.97 out of 5 average rating, 75 reviews
Flat in Egremont
Berkshires Charm Private Apartment
1 bedroom, 1 queen bed
22–27 Sept
New place to stay
Top guest favourite
Home in Salisbury
Greystone at Twin Lakes
3 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Barn in Town of Hillsdale
Blue Door Barn - Pond and Sweeping Views
1 bedroom, 2 beds
8–13 Sept
5.0 out of 5 average rating, 12 reviews