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Search results; Over 1,000 homes in Olive

Top guest favourite
Cottage in Olive
Perch Cottages #7: Creek access + Sauna + Mt views
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.96 out of 5 average rating, 133 reviews
Top guest favourite
Guest house in Olivebridge
The Ashokan Guest House
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 211 reviews
Top guest favourite
Treehouse in Lanesville
Edgewood Catskills - Treehouse Cabin
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Guest house in Olive
The Lily Cottage Guesthouse
1 bedroom, 1 bed, 1 bathroom
3–8 Nov
4.99 out of 5 average rating, 179 reviews
Guest favourite
Home in Shokan
West Wing - a unique private space w/deck
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 175 reviews
Top guest favourite
Cottage in Boiceville
The Cottage
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 236 reviews
Top guest favourite
Cabin in Boiceville
Winston's Place - Woodland Cozy Catskills Cabin
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
4.98 out of 5 average rating, 574 reviews
Top guest favourite
Home in Woodstock
Woodstock Catskills Retreat~Sweet, Private & Views
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 130 reviews
Top guest favourite
Barn in Kerhonkson
Barn Studio, Designer Loft and 18' Projection
2 bedrooms, 2 beds, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Olive
PerchCottages #11: Creek access + Sauna + Mt views
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 100 reviews
Top guest favourite
Cabin in Kerhonkson
Private Catskills escape: King Bed/Hot tub/Sauna
1 bedroom, 2 beds, 1 bathroom
15–22 Nov
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Home in Shokan
15min to Phoenicia + Woodstock; Charming Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in East Jewett
Creekside Couple's Escape w/ Hot Tub Sauna & More!
1 bedroom, 2 beds, 1.5 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 24 reviews
Guest favourite
Room in Stone Ridge
VlyHouse - Room 1
1 king bed, 1 bathroom
23–28 Aug
4.93 out of 5 average rating, 60 reviews
Top guest favourite
Home in Shokan
Reservoir Road Reprieve
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Chalet in Hurley
Exquisite Chalet by Woodstock views, Ashokan water
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 348 reviews
Top guest favourite
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Accord
The Upstate Creek House
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 108 reviews