Search results; Over 1,000 homes in Olive

Top guest favorite
Guesthouse in West Shokan
Modern Nature Escape w/Barrel Sauna & Yurt
1 bedroom1 king bed,
Nov 5 – 10
5.0 out of 5 average rating, 19 reviews
Guest favorite
Guesthouse in Olivebridge
The Ashokan Guest House
1 bedroom2 beds,
Nov 9 – 14
4.94 out of 5 average rating, 177 reviews
Top guest favorite
Guesthouse in Olive
The Lily Cottage Guesthouse
1 bedroom1 bed,
Nov 16 – 21
4.99 out of 5 average rating, 141 reviews
Guest favorite
Cottage in West Shokan
Catskills Getaway w/AC on 3 Acres near Woodstock
2 bedrooms2 queen beds,
Nov 11 – 16
4.96 out of 5 average rating, 186 reviews
Guest favorite
Guest suite in West Shokan
Stylish and Cozy Mountain Retreat
1 bedroom2 beds,
Nov 30 – Dec 5
4.95 out of 5 average rating, 179 reviews
Home in Olivebridge
Modern Luxury Catskills Retreat
5 bedrooms6 beds,
Nov 8 – 13
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Home in Shokan
West Wing - a unique private space w/deck
1 bedroom1 queen bed,
Nov 17 – 22
4.97 out of 5 average rating, 143 reviews
Guest favorite
Cottage in West Shokan
Relaxing Cottage in the Catskill Mountains
2 bedrooms2 beds,
Nov 10 – 15
4.92 out of 5 average rating, 188 reviews
Top guest favorite
Home in Shokan
Reservoir Road Reprieve
2 bedrooms2 queen beds,
Nov 15 – 20
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Home in Olivebridge
Catskills Hudson Valley Family Hideaway
4 bedrooms4 queen beds,
Nov 10 – 15
5.0 out of 5 average rating, 76 reviews
Guest favorite
Cottage in Boiceville
Perch Cottages #3: Creek access + Sauna + Mt views
2 bedrooms2 queen beds,
Nov 9 – 14
5.0 out of 5 average rating, 72 reviews
Superhost
Home in West Shokan
Wooded Way: Forest Views—Scenic Days—Starry Skies
3 bedrooms3 beds,
Nov 15 – 20
5.0 out of 5 average rating, 3 reviews
Guest favorite
Cottage in West Shokan
Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
2 bedrooms2 beds,
Nov 10 – 15
4.96 out of 5 average rating, 28 reviews
Top guest favorite
Cottage in Boiceville
Magnolia Cottage
1 bedroom1 queen bed,
Nov 30 – Dec 5
4.99 out of 5 average rating, 164 reviews
Top guest favorite
Cabin in Olivebridge
Cozy Catskill Cabin on Acorn Hill
1 bedroom1 queen bed,
Dec 14 – 19
4.94 out of 5 average rating, 542 reviews
Top guest favorite
Home in Olivebridge
Olive Star Cottage & Garden
2 bedrooms2 beds,
Nov 9 – 14
4.95 out of 5 average rating, 37 reviews
Apartment in Shokan
Furnished 1BR Apt | All Utilities + Wi-Fi Included
1 bedroom1 bed,
Nov 5 – 10
New place to stay
Guest favorite
Cabin in Kerhonkson
Zink Cabin | Mountain Views w/ Hot Tub
1 bedroom1 queen bed,
Nov 17 – 22
4.98 out of 5 average rating, 422 reviews