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Search results; Over 1,000 homes in Hillsdale

Chalet in Town of Hillsdale
Natural Splendor: Forest Luxury Retreat
3 bedrooms, 4 beds, 4 private bathrooms
3–8 Oct
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4.86 out of 5 average rating, 65 reviews
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Jul
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
4.93 out of 5 average rating, 92 reviews
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jul
4.98 out of 5 average rating, 248 reviews
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Jul
4.97 out of 5 average rating, 77 reviews
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest suite in Town of Hillsdale
Overnight at Althouse-Higgins
2 bedrooms, 3 beds, 1 bathroom
7–12 Jul
4.98 out of 5 average rating, 142 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 Copake Lake
Waterside Private Retreat Home Near Copake Lake
3 bedrooms, 5 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Copake
Yellow Door House
2 bedrooms, 2 double beds, 1 bathroom
12–17 Nov
4.92 out of 5 average rating, 92 reviews
Top guest favourite
Barn in Town of Hillsdale
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.97 out of 5 average rating, 176 reviews
Guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
4.97 out of 5 average rating, 119 reviews
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
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, 127 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Town of Hillsdale
Historic 1850s Berkshires Retreat "The Bell House"
5 bedrooms, 5 beds, 4.5 bathrooms
2–7 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Town of Hillsdale
Quiet Cottage In The Green River Valley
2 bedrooms, 3 beds, 2 bathrooms
7–12 Jul
4.99 out of 5 average rating, 85 reviews
Superhost
Home in Hudson
Designer Home, Hot Tub, Private Yard, & Projector
3 bedrooms, 3 queen beds, 1.5 bathrooms
12–17 Jul
4.94 out of 5 average rating, 135 reviews
Top guest favourite
Home in Town of Ancram
On The Lake-Let The Pictures Tell You Why To Stay
3 bedrooms, 4 beds, 1 bathroom
6–11 Jul
4.99 out of 5 average rating, 170 reviews