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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
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
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
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
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, 10 reviews
Superhost
Home in Woodridge
Belvedere Suites | Sleeps 54 | Whole Hotel
18 bedrooms, 45 beds, 18 bathrooms
1–6 Sept
New place to stay
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
Guest suite in Mount Tremper
Peaceful Catskill Mountain Hideaway
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Cabin in Kerhonkson
The Red Roof Cabin,
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 104 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
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
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, 264 reviews
Top guest favourite
Home in Accord
Private Retreat b/t Mohonk & Woodstock - Sleeps 8
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 106 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
Cabin in Phoenicia
The Woodland Valley Spa Cabin (20min to Woodstock)
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 258 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 533 reviews
Top guest favourite
Home in Big Indian
Green Valley House: four-season Catskills getaway
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 39 reviews