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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
8–13 Nov
4.95 out of 5 average rating, 211 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
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
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
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, 4 reviews
Home in Shokan
Chic Catskills Escape | Chef's Kitchen + Firepit
3 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Place to stay in Lanesville
Edgewood Catskills - Vernal Pool Cabin
1 bedroom, 1 bed, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 11 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
Superhost
Home in Woodridge
Hotel Buyout | 54 Guests | Belvedere Suites
18 bedrooms, 45 beds, No bathroom
1–6 Sept
New place to stay
Top guest favourite
Home in New Paltz
Eclectic one-bedroom house
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 318 reviews
Superhost
Cabin in Saugerties
Little Riverhouse - A Waterfront Cabin
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
Top guest favourite
Nature lodge in Stone Ridge
VlyHouse - Room 2
1 bedroom, 1 double bed, No bathroom
23–28 Aug
4.89 out of 5 average rating, 81 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
Guest favourite
Chalet in Town of Shandaken
Unique BellEayre River retreat
2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 265 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Guest house in West Hurley
Catskills Getaway
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 82 reviews
Top guest favourite
Religious building in Woodstock
1913 Church-History and Magic in the Forest
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 232 reviews
Top guest favourite
Cabin in Kerhonkson
The Red Roof Cabin,
1 bedroom, 1 queen bed, 1 bathroom
29 Sept – 4 Oct
4.96 out of 5 average rating, 104 reviews