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Search results; Over 1,000 homes in Olive

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Top guest favourite
Guest house in Olive
The Lily Cottage Guesthouse
1 bedroom, 1 bed, 1 private bathroom
8–13 Nov
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4.99 out of 5 average rating, 185 reviews
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Top guest favourite
Home in Shokan
Historic Catskills farmhouse with sweeping views
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 122 reviews
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Home in Stone Ridge
Poets, Dreamers and Lovers xo
5 bedrooms, 5 beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in West Shokan
Catskills Escape: Pool • Ski • Fire Pit • Chic
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Olivebridge
High Point Mountain House ~ Summer on the Mtn!
5 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 119 reviews
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Top guest favourite
Home in Olivebridge
Country Getaway with Mountain View
3 bedrooms, 5 beds, 2.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 80 reviews
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Home in Shokan
Chic Catskills Escape | Chef's Kitchen + Firepit
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 Oct
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Top guest favourite
Home in Kerhonkson
Hudson Valley home with covered porch, fireplace
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 47 reviews
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Guest favourite
Home in Shokan
15 min to Phoenicia +Woodstock; Stylish Farmhouse
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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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, 217 reviews
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Guest favourite
Barn in Kerhonkson
Barn Studio - Designer Loft, Projection
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Cabin in Olivebridge
Ravenscliff-Zen Mt. Retreat STR Permit # 22-10
5 bedrooms, 7 beds, 3.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 75 reviews
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Guest favourite
Home in Kingston
BRAND NEW! This New House Three
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 178 reviews
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Top guest favourite
Cabin in Boiceville
Winston's Place - Woodland Cozy Catskills Cabin
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Nov
4.98 out of 5 average rating, 579 reviews
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Guest favourite
Home in Accord
Modern Hudson Valley Retreat | Kids & Pet Friendly
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Room in Stone Ridge
VlyHouse - Room 3
1 queen bed, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 81 reviews
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Top guest favourite
Guest house in Woodstock
Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
1 bedroom, 4 beds, 1.5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 463 reviews
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Top guest favourite
Home in Shokan
Reservoir Road Reprieve
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Cottage in Boiceville
The Cottage
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 251 reviews