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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
28 Sept – 3 Oct
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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
18–23 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
20–25 Sept
4.99 out of 5 average rating, 180 reviews
Guest favourite
Home in Shokan
West Wing - a unique private space w/deck
1 bedroom, 1 queen bed
13–18 Sept
4.96 out of 5 average rating, 175 reviews
Home in Shokan
15min to Phoenicia + Woodstock; Charming Farmhouse
3 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Boiceville
The Cottage
1 bedroom, 1 queen bed
13–18 Sept
4.99 out of 5 average rating, 237 reviews
Top guest favourite
Barn in Kerhonkson
Barn Studio - Designer Loft, Projection
2 bedrooms, 2 beds
1–6 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in West Shokan
Mid-Century Retreat ‘POOL IS OPEN!’
2 bedrooms, 2 beds
11–16 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in Kerhonkson
The Red Roof Cabin,
1 bedroom, 1 queen bed
29 Oct – 3 Nov
4.96 out of 5 average rating, 104 reviews
Top guest favourite
Guest suite in Mount Tremper
Peaceful Catskill Mountain Hideaway
1 bedroom, 1 queen bed
8–13 Sept
4.97 out of 5 average rating, 317 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
11–16 Sept
4.99 out of 5 average rating, 170 reviews
Top guest favourite
Home in Olivebridge
Olive Woods House - Catskills Mountain Views
2 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Religious building in Woodstock
1913 Church-History and Magic in the Forest
2 bedrooms, 3 beds
20–25 Sept
4.99 out of 5 average rating, 232 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Boiceville
Winston's Place - Woodland Cozy Catskills Cabin
2 bedrooms, 3 beds
7–12 Sept
4.98 out of 5 average rating, 574 reviews
Top guest favourite
Guest house in Hurley
Cozy Cottage with View Mountain-Ashokan Reservoir
1 bedroom, 1 queen bed
14–19 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Olivebridge
Olive Outpost: Catskills 1BR Cabin on Private Road
1 bedroom, 1 king bed
7–12 Sept
5.0 out of 5 average rating, 47 reviews
Superhost
Cabin in Saugerties
Little Riverhouse - A Waterfront Cabin
2 bedrooms, 3 beds
7–12 Sept
New place to stay
Top guest favourite
Cabin in Grahamsville
1920s Southwestern-styled mountain escape.
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 6 reviews