Find Chalets in Town of Olive, NY from $173

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Our top choices for Town of Olive chalets

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

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (64)
"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

Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre
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

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz
10.0 out of 10, Exceptional, (12)
"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.
$856 nightly
The price is $958
Dec 15 - Dec 16
Total with taxes and fees
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Jessie's Harvest House Suite

Jessie's Harvest House Suite
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.
$164 nightly
The price is $173
Dec 14 - Dec 15
Total with taxes and fees
Jessie's Harvest House Suite

Private Chalet less than 1 mile to Ski Resort

Private Chalet less than 1 mile to Ski Resort
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

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
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
Dec 14 - Dec 15
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.6 out of 10, Exceptional, (14)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$245 nightly
The price is $265
Dec 15 - Dec 16
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Beautiful Chalet, mins to Hunter/Windham slopes

Beautiful Chalet, mins to Hunter/Windham slopes
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

The Hunter Chalet

The Hunter Chalet
Hunter
10.0 out of 10, Exceptional, (5)
"Big house with an awesome view! We really enjoyed our stay and appreciated the close proximity to town. The host was responsive and accommodating, thank you!"
United States
Kristen K.
The Hunter Chalet

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 sauna
2.0 star property
Gardiner
10.0 out of 10, Exceptional, (7)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
$224 nightly
The price is $227
Dec 16 - Dec 17
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Cozy Silo with Sunset Mountain Views near Woodstock

Cozy Silo with Sunset Mountain Views near Woodstock
Willow
9.8 out of 10, Exceptional, (16)
"The house was even better than advertised. We loved staying here."
United States
Elizabeth C.
Cozy Silo with Sunset Mountain Views near Woodstock

Luxury 30-Day+ Hunter Mountain 3BR Condo—Bright, Quiet, Spacious

Luxury 30-Day+ Hunter Mountain 3BR Condo—Bright, Quiet, Spacious
Hunter Highlands
Luxury 30-Day+ Hunter Mountain 3BR Condo—Bright, Quiet, Spacious

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Hunter
10.0 out of 10, Exceptional, (4)
"We loved our stay!"
United States
Georgie P.
Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool
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

5 Star Gorgeous Cliffside Chalet w Panoramic Views

5 Star Gorgeous Cliffside Chalet w Panoramic Views
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

Crows Nest Mtn. Chalet - Hot Tub, Mtn Views, Dog Friendly

Crows Nest Mtn. Chalet - Hot Tub, Mtn Views, Dog Friendly
Fleischmanns
Crows Nest Mtn. Chalet - Hot Tub, Mtn Views, Dog Friendly

Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Phoenicia
9.4 out of 10, Exceptional, (12)
"Super cute place. Stayed for a wedding with my 10-year-old daughter. She wanted to move there. "
United States
james m.
Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Cozy & Modern Catskills Cabin on 4 Acres with Wood Fired Hot Tub and Firepit

Cozy & Modern Catskills Cabin on 4 Acres with Wood Fired Hot Tub and Firepit
Arkville
10.0 out of 10, Exceptional, (1)
"Clean, calming, everything functioning, nice new woodwork and good kitchen set up. AC is effective, superb lightening choices.. Great location, access to many places, in a quiet neighborhood. Would return here. infoor and outdoor."
United States
Gabor K.
Cozy & Modern Catskills Cabin on 4 Acres with Wood Fired Hot Tub and Firepit

Catskill Chalet: Hunter Mtn Hideaway w/Hot Tub

Catskill Chalet: Hunter Mtn Hideaway w/Hot Tub
Tannersville
10.0 out of 10, Exceptional, (2)
"We had an amazing stay at this lovely cozy home in the Catskills during our visit to the Rhinebeck sheep and wool festival (about an hour away). The views in this area were superb during the peak autumn season. The home was clean and had every amenity one could think of. The hot tub was clean and relaxing. Catherine was easy to get in contact with and very responsive. Although, all information about our stay was very thorough and organized we didn't have many questions. Will definitely consider...
United States
Katie K.
Catskill Chalet: Hunter Mtn Hideaway w/Hot Tub

Modern Chalet in Tannersville w/ Huge Deck & Epic Views on 5 Private Acres

Modern Chalet in Tannersville w/ Huge Deck & Epic Views on 5 Private Acres
Tannersville
10.0 out of 10, Exceptional, (1)
"Great home in a great location! We enjoyed the open spaces and gorgeous views during our weekend away. The house was in perfect condition and was very kid friendly. The crib was much appreciated for our one year old and my 3 year old loved the play room. We will definitely be staying again in the future! "
United States
Anonymous traveler
Modern Chalet in Tannersville w/ Huge Deck & Epic Views on 5 Private Acres
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

Find out more about Town of Olive

Town of Olive Chalets information

Number of reviews
310
Accommodation
34 Chalets
Lowest Price
$173
Highest Price
$958

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