Town of Olive Holiday Rentals

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Featured Town of Olive Holiday Rentals

TV, fireplace, stereo
Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.

West Shokan
10.0 out of 10, Exceptional, (52)
"Nice place. Beautiful seroundings"
United States
Pierre B.
Relaxing Catskill Mountain Cottage.
Exterior
Starlite Motel

Starlite Motel

2.5 star property
Big Indian
9.2 out of 10, Wonderful, (272)
"Awesome place to stay!"
United States
Earl
The price is HK$971
HK$1,088 total
includes taxes & fees
15 Dec - 16 Dec
Starlite Motel
Exterior
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Fleischmanns
9.8 out of 10, Exceptional, (62)
"Great stay, great time of year!"
United States
Kathi C.
The price is HK$1,042
HK$2,096 total
includes taxes & fees
26 Nov - 27 Nov
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

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$972
HK$1,262 total
includes taxes & fees
16 Nov - 17 Nov
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (43)
"Great place to stay! Close to many attractions by car - most 10-15 minutes. Clean and comfortable. Kevin has lots of great suggestions on places to go and restaurants."
United States
Anonymous traveller
The price is HK$863
HK$1,521 total
includes taxes & fees
18 Nov - 19 Nov
Mid-Century DJ’s Dream
Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (259)
"Very cozy cottage with everything you need, close to town, and a beautiful stream right in the backyard that we loved listening to."
United States
Kevin M.
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
10.0 out of 10, Exceptional, (34)
"The entire process and stay were flawless. We had a rush booking and every request we had was accommodated. I give the highest recommendation and will hopefully being staying here again."
United States
Gordon V.
Hamptons on the Hudson in South Saugerties
Exterior
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
9.8 out of 10, Exceptional, (85)
"We enjoyed our stay...lots to do in the area. Glen was very friendly and accommodating. "
United States
Robert W.
The Farm at Hyde Park
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

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$1,154
HK$1,867 total
includes taxes & fees
17 Nov - 18 Nov
Esopus Creek modern Tiny house Retreat!
Smart TV, fireplace, ping pong, video library
Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre

Fleischmanns
10.0 out of 10, Exceptional, (131)
"Great property for a ski trip to Belleayre. Close to the mountain. "
United States
Samir R.
Stunning Catskills Cabin Getaway, facing BelleAyre
Fridge, microwave, oven, stovetop
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville
10.0 out of 10, Exceptional, (123)
"As roomy as promised, and one of the quietest places I've ever been. May return for our annual gathering next year."
United States
Tony G.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

A Spectacular 50 Mile View of the Hudson Valley in all seasons

Saugerties
9.8 out of 10, Exceptional, (95)
"Had my mother in law and sister in law in town and booked them this adorable place with an amazing view close to town. "
United States
Emily K.
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

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is HK$1,399
HK$2,438 total
includes taxes & fees
23 Nov - 24 Nov
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio
Cove - King Bed Escape w/Hot Tub, Unit A

Cove - King Bed Escape w/Hot Tub, Unit A

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
Exterior
The Studio at the Inn at High Falls

The Studio at the Inn at High Falls

High Falls
8.0 out of 10, Very good, (32)
"Lovely!"
United States
Julia H.
The price is HK$874
HK$2,085 total
includes taxes & fees
16 Nov - 17 Nov
The Studio at the Inn at High Falls
Exterior
TRANQUIL MOUNTAIN SOLITUDE

TRANQUIL MOUNTAIN SOLITUDE

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$852
HK$1,590 total
includes taxes & fees
16 Nov - 17 Nov
TRANQUIL MOUNTAIN SOLITUDE
Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Hunter
10.0 out of 10, Exceptional, (270)
"The house was perfect for the twelve of us. Plenty of common space room, a large kitchen and table for eat-in meals, comfortable beds and pillows, and the rest of the amenities were enjoyed and appreciated by everyone. Great place to stay. Thank you Nataliya. "
United States
Russell P.
The price is HK$2,946
HK$7,094 total
includes taxes & fees
19 Nov - 20 Nov
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Outdoor dining
Sexiest Lil Cabin in Saugerties, NY

Sexiest Lil Cabin in Saugerties, NY

Saugerties
9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
United States
Julie L.
Sexiest Lil Cabin in Saugerties, NY
Exterior
Sioux Tipi on Chloe's Lake

Sioux Tipi on Chloe's Lake

Saugerties
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is HK$855
HK$1,132 total
includes taxes & fees
16 Nov - 17 Nov
Sioux Tipi on Chloe's Lake
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

Hunter
9.4 out of 10, Exceptional, (50)
"Recently re-modeled house that is located very close to the mountain. The house was very nice, and has a nice 'ski house' feel to it, complete with a hot tub on the back porch. Overall, I would highly recommend this place to anyone looking for a place in the area."
United States
Christopher C.
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Very clean and modern hotel for the price. Safe area, very comfortable beds, large rooms. Stayed here before and forgot, when we pulled up we were excited. We remembered how great it was! Definitely would stay again. Not far from New Paltz so a great choice if closer hotels are booked. Worth the extra 7 min drive. "
Kristen 1-night trip
Posted 1 day ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie