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Search results; Over 1,000 homes in Olive

Guest favourite
Cottage in Olive
Perch Cottages #9: Creek access + Sauna + Mt views
2 bedrooms, 3 beds, 1 private bathroom
10–15 Sept
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4.96 out of 5 average rating, 133 reviews
Guest favourite
Guest house in Olivebridge
The Ashokan Guest House
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 211 reviews
Top guest favourite
Guest house in Olive
The Lily Cottage Guesthouse
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 180 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, Projection
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Shokan
West Wing - a unique private space w/deck
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
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, 238 reviews
Top guest favourite
Home in Kerhonkson
Modern Woodland Getaway with Hot Tub and Fire Pit
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 256 reviews
Top guest favourite
Cottage in Accord
The Hickory Cottage - perfect!
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.76 out of 5 average rating, 640 reviews
Top guest favourite
Home in West Shokan
Catskills Escape: Pool • Ski • Fire Pit • Chic
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 70 reviews
Guest favourite
Home in Kingston
BRAND NEW! This New House Three
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 175 reviews
Top guest favourite
Cabin in Kerhonkson
Private Catskills escape: King Bed/Hot tub/Sauna
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Kerhonkson
The Black Dymond A Private Streamside Cabin
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 215 reviews
Guest favourite
Room in Stone Ridge
VlyHouse - Room 1
1 king bed, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 60 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
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, 266 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, 107 reviews
Top guest favourite
Cottage in Olive
Spring Special#15: Creek access + Sauna + Mt views
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 76 reviews
Home in Shokan
15min to Phoenicia + Woodstock; Charming Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews