Holiday Rentals in Town of Olive
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Our top choices for Town of Olive holiday rentals
West Wing - a unique private space w/patio
West Wing - a unique private space w/patioShokan
9.8 out of 10, Exceptional, (20)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
Heather H.
The price is €172
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills LocationBoiceville
9.8 out of 10, Exceptional, (7)
"The cabin was private, cozy, and had enough room for all our 6 guests to sleep comfortably. Fire pit in the backyard was a nice touch & the stars were amazing out there! Arton communicated promptly & we really enjoyed the cabin! Thanks again. "
Bryan M.
The price is €464
includes taxes & fees
4 Jan - 5 Jan 2026
9.2 out of 10, Wonderful, (276)
"Awesome place to stay!"
Earl
The price is €118
includes taxes & fees
7 Jan - 8 Jan 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains
Experience Peace in this Cozy country cottage nestled beneath the mountainsCatskill
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
Patricia C.
The price is €247
includes taxes & fees
2 Jan - 3 Jan 2026
Charming loft cottage in tranquil Germantown with WiFi, AC
Charming loft cottage in tranquil Germantown with WiFi, ACGermantown
10.0 out of 10, Exceptional, (8)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
Peter S.
The price is €189
includes taxes & fees
4 Jan - 5 Jan 2026
Mid-Century DJ’s Dream
Mid-Century DJ’s DreamStaatsburg
10.0 out of 10, Exceptional, (44)
"We had a great overnight stay at DJ’s Dream. Kevin was welcoming and we had the perfect quiet spot to refresh and regroup. Don’t miss the Roosevelt and Vanderbilt attractions in Hyde Park!"
Jean B.
The price is €171
includes taxes & fees
5 Jan - 6 Jan 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Country Cottage with beautiful views and easy access to Catskills activities.Saugerties
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
Seung L.
The price is €168
includes taxes & fees
13 Jan - 14 Jan 2026
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside saunaGardiner
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
Lisa D.
The price is €268
includes taxes & fees
12 Jan - 13 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Olive Hotel Reviews
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
10/10 Excellent
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Holiday Homes in Town of Olive
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