Town of Olive Holiday Rentals

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Featured Town of Olive Holiday Rentals

TV, fireplace, stereo
Relaxing Catskill Mountain Cottage.

Cottage in West Shokan

10.0 out of 10, Exceptional, (52)
"Wonderful experience and beautiful property."
United States
James B.
Relaxing Catskill Mountain Cottage.
Exterior
Starlite Motel

Aparthotel in Big Indian

2.5 star property
9.2 out of 10, Wonderful, (272)
"Awesome place to stay!"
United States
Earl
The price is HK$973
HK$1,090 total
includes taxes & fees
25 Nov - 26 Nov
Starlite Motel
Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Cottage in Woodstock

10.0 out of 10, Exceptional, (259)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is HK$1,549
HK$3,016 total
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock
Outdoor dining
Mid-Century DJ’s Dream

Apartment in Staatsburg

10.0 out of 10, Exceptional, (43)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is HK$870
HK$1,521 total
includes taxes & fees
30 Nov - 1 Dec
Mid-Century DJ’s Dream
Fridge, microwave, oven, stovetop
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Holiday Home in Bearsville

10.0 out of 10, Exceptional, (123)
"A beautiful house on a stunning property. Looking forward to coming back!"
United States
A. M.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Exterior
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Chalet in Fleischmanns

9.8 out of 10, Exceptional, (62)
"Nice place. Enjoyed the hot tub. Good restaurant down the road. Just what we needed. "
United States
john C.
The price is HK$1,044
HK$2,338 total
includes taxes & fees
26 Nov - 27 Nov
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior
The Farm at Hyde Park

Holiday Home in Staatsburg

9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
Smart TV, fireplace, ping pong, video library
Stunning Catskills Cabin Getaway, facing BelleAyre

Chalet in Fleischmanns

10.0 out of 10, Exceptional, (131)
"Absolutely fabulous place we stayed for my daughter’s wedding. "
United States
Robert Joseph J.
Stunning Catskills Cabin Getaway, facing BelleAyre
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Holiday Home in Kingston

9.8 out of 10, Exceptional, (60)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
The price is HK$1,156
HK$1,879 total
includes taxes & fees
2 Dec - 3 Dec
Esopus Creek modern Tiny house Retreat!
Terrace/patio
Hamptons on the Hudson in South Saugerties

Holiday Home in Glasco

10.0 out of 10, Exceptional, (34)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cabin in Saugerties

8.2 out of 10, Very good, (46)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$973
HK$1,264 total
includes taxes & fees
30 Nov - 1 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Apartment in Kingston

9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is HK$701
HK$1,874 total
includes taxes & fees
2 Dec - 3 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Cabin in Hunter

10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
United States
Sarah A.
The price is HK$3,129
HK$7,414 total
includes taxes & fees
1 Dec - 2 Dec
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Apartment in Saugerties

9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Children’s area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is HK$1,401
HK$2,432 total
includes taxes & fees
30 Nov - 1 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
TRANQUIL MOUNTAIN SOLITUDE

Mobile Home in Pine Bush

10.0 out of 10, Exceptional, (4)
"Such a quaint & cozy little hideaway! Hosts could not be more hospitable. Thank you for a great stay!"
United States
Michelle H.
The price is HK$960
HK$1,729 total
includes taxes & fees
30 Nov - 1 Dec
TRANQUIL MOUNTAIN SOLITUDE
Terrace/patio
Cove - King Bed Escape w/Hot Tub, Unit A

Cabin in Ellenville

10.0 out of 10, Exceptional, (2)
"The place was great, really enjoyed our stay! "
United States
Abby
Cove - King Bed Escape w/Hot Tub, Unit A
Outdoor dining
Sexiest Lil Cabin in Saugerties, NY

Cabin in Saugerties

9.0 out of 10, Wonderful, (13)
"A little piece of paradise!"
United States
Christi L.
Sexiest Lil Cabin in Saugerties, NY
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

Holiday Home in Hunter

9.6 out of 10, Exceptional, (51)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
United States
Chris S.
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Smart TV, fireplace, DVD player, table football
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

Holiday Home in West Kill

9.8 out of 10, Exceptional, (151)
"This is a fantastic place- lots of space and beautiful. Really enjoyed the hot tub"
United States
Evan S.
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"The staff was by far the best part about this hotel. We stayed one night as a pass through and forgot our personal pillows. Within 40 mins of our departure, they called and would hold onto our pillows until we returned or offered to ship them. The hotel is clean and the price was perfect. "
Jessica 1-night trip
Posted 4 days ago
Americas Best Value Inn New Paltz