A mountainous landscape with autumn foliage.

Chalets in Town of Olive

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Town of Olive chalets

Exterior

1. 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, (84 reviews)
"Great amenities and location!"
United States
Angeli F.
The price is AED 459
AED 1,063 total
includes taxes & fees
1 Sep - 2 Sep
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior

2. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (31 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is AED 477
AED 817 total
includes taxes & fees
3 Sep - 4 Sep
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior

3. 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
Gardiner
10.0 out of 10, Exceptional, (22 reviews)
"One of the best cabins I have been to with family, kids had great time and wife also loved the vibe. So clean and it feels like a home away from home 😊 highly recommend it for everyone, worth it! I am going go visit again with friend's for sure!! I would say everything u can think about is ten on ten ⭐️"
United States
Rahul
The price is AED 806
AED 1,254 total
includes taxes & fees
3 Sep - 4 Sep
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Exterior

4. Cozy Silo with Sunset Mountain Views near Woodstock

Cozy Silo with Sunset Mountain Views near Woodstock
Willow
10.0 out of 10, Exceptional, (21 reviews)
"Spectacular location, great place to stay, and a wonderful host"
United States
Dennis T.
Cozy Silo with Sunset Mountain Views near Woodstock
Outdoor dining

5. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is AED 433
AED 747 total
includes taxes & fees
15 Sep - 16 Sep
Jessie's Harvest House
Property grounds

6. Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre
Fleischmanns
10.0 out of 10, Exceptional, (142 reviews)
"Really nice cabin with excellent views of Belleayre slopes. Short drive to Peekamoose and Phoenicia Diner. Highly recommend and would definitely stay again."
United States
Jonathan Z.
Stunning Catskills Cabin Getaway, facing BelleAyre
Outdoor dining

7. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
The price is AED 345
AED 640 total
includes taxes & fees
2 Sep - 3 Sep
Jessie's Harvest House Suite
Property grounds

8. Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain

Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain
Elka Park
9.4 out of 10, Exceptional, (8 reviews)
"Great place for a big crowd, we loved the pool table and how close it was to hunter mountain!"
United States
Ryan H.
Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain
Exterior

9. CHALET with INDOOR POOLHOUSE base of HUNTER mountain

CHALET with INDOOR POOLHOUSE base of HUNTER mountain
Lanesville
9.6 out of 10, Exceptional, (8 reviews)
"We had 45 birthday with 6 couples and it was perfect.It is a great place for a large group. "
United States
Chris B.
CHALET with INDOOR POOLHOUSE base of HUNTER mountain
Exterior

10. The Hunter Chalet

The Hunter Chalet
Hunter
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful home looking forward to more future stays."
United States
Ruben L.
The Hunter Chalet
Exterior

11. 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, (25 reviews)
"Room was spotless and amenities were great."
United States
Richard
The price is AED 1,848
AED 3,538 total
includes taxes & fees
31 Aug - 1 Sep
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Outdoor dining

12. Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is AED 433
AED 747 total
includes taxes & fees
15 Sep - 16 Sep
Jessie's Harvest House
Exterior

13. 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, (10 reviews)
"Cozy stay for our family of four!"
United States
Kasey S.
Private Chalet less than 1 mile to Ski Resort
Exterior

14. Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Hunter
10.0 out of 10, Exceptional, (5 reviews)
"We loved our stay!"
United States
Georgie P.
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Exterior

15. 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, (17 reviews)
"Fabulous! Would definitely go back."
United States
Christine D.
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Exterior

16. Two Living Rooms + 8 Mins to Belleayre

Two Living Rooms + 8 Mins to Belleayre
Fleischmanns
8.0 out of 10, Very Good, (1 review)
"We had a great stay at Mary's place as a group of 9 friends getting away from the city.One of the things we really loved was the super stocked and equipped kitchen, it has everything you need and more to cook a great meal.The place is spacious and cozy, as well as clean with a pleasant woody smell.We also appreciated little details like complimentary toiletries and candy, and quality shampoo and conditioner.Mary was very friendly and responsive to any questions or concerns we had.Recommended!"
United States
Rebecca S.
Two Living Rooms + 8 Mins to Belleayre
Outdoor dining

17. Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is AED 433
AED 747 total
includes taxes & fees
15 Sep - 16 Sep
Jessie's Harvest House
Property grounds

18. Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub

Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
Prattsville
10.0 out of 10, Exceptional, (10 reviews)
"Our time at the Chalet was perfect from start to finish. The home was beautiful, and all the welcoming touches were lovely. My husband and I and our four boys enjoyed our stay tremendously, and we were so happy to have a chance to relax and reconnect as a family."
United States
Meghan F.
Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
Property grounds

19. Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location."
Canada
Steven K.
The price is AED 1,438
AED 2,680 total
includes taxes & fees
1 Sep - 2 Sep
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
Outdoor dining

20. Charming 4 bedroom chalet, 2 fireplaces

Charming 4 bedroom chalet, 2 fireplaces
Big Indian
10.0 out of 10, Exceptional, (4 reviews)
"Clean and cozy with great vicinity to things to do nearby. Host was super communicative and helpful. We had a great stay."
United States
Aedan R.
Charming 4 bedroom chalet, 2 fireplaces
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

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"Breakfast was a bit weak"
Lee 1-night trip
Posted 2 hours ago
Quality Inn Hyde Park Poughkeepsie North

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