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Search results; Over 1,000 homes in Hillsdale

Guest favourite
Guest suite in Town of Hillsdale
Overnight at Althouse-Higgins
2 bedrooms, 3 beds, 1 private bathroom
6–11 Jul
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4.98 out of 5 average rating, 142 reviews
Place to stay in Town of Hillsdale
Bellwether on Main, Passive House & AAC
2 bedrooms, 2 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Place to stay in Town of Hillsdale
Sun Filled Historic Retreat | Berkshires & Hudson
4.93 out of 5 average rating, 92 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Town of Hillsdale
Serene Suite: Hudson & Berkshires, Walk to Brewery
4.98 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Jul
Top guest favourite
Home in Town of Hillsdale
Private unit in shared 1830 Farmhouse
5.0 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in Town of Hillsdale
Gorgeous Mountain Views Retreat: Family & Nature
4.97 out of 5 average rating, 77 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
8–13 Jul
Top guest favourite
Barn in Town of Hillsdale
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
4.97 out of 5 average rating, 175 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Hudson
Chic Hudson Farmhouse w/ Fireplace & Porch
4.97 out of 5 average rating, 119 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
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
31 Aug – 5 Sept
Guest favourite
Barn in Town of Hillsdale
Historic 1850s Carriage House Studio @ Town Center
4.93 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Jul
Top guest favourite
Home in Copake
Yellow Door House
4.92 out of 5 average rating, 92 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Oct
Top guest favourite
Home in Salisbury
Greystone at Twin Lakes
4.98 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
Home in Town of Hillsdale
Quaint center of town Farmhouse
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Guest house in Athens
Athens Cottage
4.98 out of 5 average rating, 57 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Copake
Artsy lake house on an island
4.93 out of 5 average rating, 45 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Guest favourite
Home in Town of Hillsdale
Quiet Cottage In The Green River Valley
4.99 out of 5 average rating, 85 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 342 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Sept
Superhost
Home in Hudson
Designer Home, Hot Tub, Private Yard, & Projector
4.94 out of 5 average rating, 135 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
12–17 Jul
Top guest favourite
Home in Town of Ancram
It's Going To Be A Sunny Weekend By The Lake
4.99 out of 5 average rating, 170 reviews, 3 bedrooms, 4 beds, 1 bathroom
6–11 Jul