Find Chalets in Town of Olive, NY from $174

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Dec 12 - Dec 14
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In four months
Mar 20 - Mar 22

Chalets in Town of Olive

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.
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior
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
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Chalet in New Paltz

9.8 out of 10, Exceptional, (10)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
$675 nightly
The price is $755
Dec 9 - Dec 10
Total with taxes and fees
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Outdoor dining
Jessie's Harvest House Suite

Chalet in Tannersville

10.0 out of 10, Exceptional, (2)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
$165 nightly
The price is $174
Dec 1 - Dec 2
Total with taxes and fees
Jessie's Harvest House Suite
Exterior
Private Chalet less than 1 mile to Ski Resort

Chalet in Lanesville

9.8 out of 10, Exceptional, (8)
"Cozy stay for our family of four!"
United States
Kasey S.
Private Chalet less than 1 mile to Ski Resort
Exterior
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Chalet in Big Indian

10.0 out of 10, Exceptional, (18)
"Stayed for a wedding nearby and it was the perfect place to spend family time together and have enough beds for everyone to sleep in. "
United States
Leah I.
$747 nightly
The price is $837
Nov 30 - Dec 1
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Exterior
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Chalet in Hunter

9.6 out of 10, Exceptional, (14)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$229 nightly
The price is $247
Nov 27 - Nov 28
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Outdoor dining
Jessie's Harvest House

Chalet in Tannersville

10.0 out of 10, Exceptional, (1)
"cute little spot! very nice place to stay"
United States
David R.
$192 nightly
The price is $203
Dec 1 - Dec 2
Total with taxes and fees
Jessie's Harvest House
Outdoor spa tub
Beautiful Chalet, mins to Hunter/Windham slopes

Chalet in Jewett

9.8 out of 10, Exceptional, (21)
"Incredible stay! The house was beautiful and well equipped. We loved being in pretty close proximity to some great towns too. Already talking about going back next summer"
United States
Casey H.
Beautiful Chalet, mins to Hunter/Windham slopes
Outdoor dining
Jessie's Harvest House

Chalet in Tannersville

$192 nightly
The price is $203
Dec 1 - Dec 2
Total with taxes and fees
Jessie's Harvest House
Outdoor dining
Jessie's Harvest House

Chalet in Tannersville

$192 nightly
The price is $203
Nov 27 - Nov 28
Total with taxes and fees
Jessie's Harvest House
Exterior
The Hunter Chalet

Chalet in Hunter

10.0 out of 10, Exceptional, (5)
"Host is very helpful. easy check-in check-out just enter the code and you are in, lock the door behind yo and you are out . kitchen is very large and have all one might need "
United States
uzi e.
The Hunter Chalet
Exterior
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Chalet in Gardiner

2.0 star property
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
$315 nightly
The price is $319
Nov 30 - Dec 1
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Exterior
Cozy Silo with Sunset Mountain Views near Woodstock

Chalet in Willow

9.8 out of 10, Exceptional, (15)
"The house was even better than advertised. We loved staying here."
United States
Elizabeth C.
Cozy Silo with Sunset Mountain Views near Woodstock
Exterior detail
Spacious Hunter Mountain 3BR/3BA Luxury Retreat- Walk to Slopes & Trails

Chalet in Hunter Highlands

Spacious Hunter Mountain 3BR/3BA Luxury Retreat- Walk to Slopes & Trails
Exterior
Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Chalet in Hunter

10.0 out of 10, Exceptional, (4)
"We loved our stay!"
United States
Georgie P.
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Exterior
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

Chalet in Jewett

10.0 out of 10, Exceptional, (2)
"Super fun home with a lot of bells and whistles!"
United States
Bennett Z.
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool
Outdoor dining
5 Star Gorgeous Cliffside Chalet w Panoramic Views

Chalet in Tannersville

10.0 out of 10, Exceptional, (1)
"This home is a beautiful refuge. Lots of windows offer breathtaking views and colorful sunsets. The house is well-furnished and equipped. The owner was accessible and invested in our comfort in his home. Renters should understand, however, that the primary bedroom is in a loft, with no shades or drapes to cover the windows. If all that light/exposure would be a sleep issue for other renters, they should bring a good sleep mask. "
United States
Jamie
5 Star Gorgeous Cliffside Chalet w Panoramic Views
Terrace/patio
Crows Nest Mtn. Chalet - Hot Tub, Mtn Views, Dog Friendly

Chalet in Fleischmanns

Crows Nest Mtn. Chalet - Hot Tub, Mtn Views, Dog Friendly
Exterior
Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Chalet in Phoenicia

9.4 out of 10, Exceptional, (12)
"The place was beautiful, spacious and cozy. Highly recommend it if you are looking for a quiet and relaxing time. "
United States
Gabriel
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
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
"It was fine."
Carol Ann 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

Find out more about Town of Olive

Town of Olive Chalets information

Number of reviews
305
Accommodation
34 Chalets
Lowest Price
$174
Highest Price
$837

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