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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 Jul
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4.97 out of 5 average rating, 175 reviews
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
1 bedroom, 1 queen bed, 1 bathroom
19–24 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
Private unit in shared 1830 Farmhouse
2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 36 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
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
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
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
Home in Copake Lake
Waterside Private Retreat Home Near Copake Lake
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Salisbury
Greystone at Twin Lakes
3 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
4.98 out of 5 average rating, 66 reviews
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
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
Top guest favourite
Cabin in Spencertown
Wake Up in the Woods, A Summer Reset Upstate
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 25 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, 127 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 Hillsdale
Meadowland Farmhouse — 5 minutes from town
3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Copake
Artsy lake house on an island
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Jul
4.93 out of 5 average rating, 45 reviews