
Cabin holiday rentals in Olive
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Top-rated cabin rentals in Olive
Guests agree: These cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Olive cabin rentals
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills
Amazing spot, great weekend, would happily come back in the future :)

Modern & Chic Log Home-Spectacular Mountain Views!
Had a beautiful stay with my parents and sibling -- we loved watching movies on the large projector, cooking meals together in the lovely kitchen and taking in the serenity of the area. Michael was very responsive, and we couldn't have asked for a more pleasant stay in the Catskills!

Ultimate A-Frame Escape: Hot Tub, Cinema, Firepit
I stayed here for 4 nights and had such a fun time. The house was beautiful and decorated so nicely, you can tell the owners really love their home. Stacy is a great communicator, her instructions and recommendations were easy to follow. Overall my friends and I had a great girls trip, I’d definitely recommend staying here!

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Very cute and convenient stay. We had everything we needed and more. We would recommend this place to anyone desiring to get away and enjoy the Catskills.

Catskills Cabin, Hot Tub, Wood Stove, King Bed
The cabin was great! Just what our group needed. Very clean and in a nice private location.

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!
Such a cute little home with great amenity and super comfy beds. Would stay again

Esopus Creek Waterfront Cabin Hot Tub & Hiking
Amanda is a great host! Clean and cozy cabin. Everything we needed was right there and the backyard view was amazing. If you’re looking to stay in the mountains I highly recommend you stay with Amanda!

Camp Fox Hollow: Heated Pool I Fire-Pit I Hot Tub
Absolute slice of heaven. Private, peaceful. Home itself modern and comfortable. Pool was absolutely amazing, comfortable in late May - in peak summer it must be amazing. Would love to stay again!
Pet-friendly cabin rentals

Double A-Frame Escape in the Catskills.
Richard’s house is incredibly cozy—perfect for a tranquil getaway. The design and décor are tasteful, creating a warm and inviting atmosphere. The kitchen is fully equipped, making it easy to prepare meals. Evenings by the fireplace are especially enjoyable, adding to the charm of the stay. We would definitely come back!

Woodstock Cabin in the Woods
Great glamping spot. Beautiful location and easy to check-in. Host was very communicative. Wifi speed was decent. The cabin was smaller than some others we've stayed at, if that matters.

Cabin by the woods, Hunter Mountain & Kaaterskills
We had a wonderful stay up in the cabin! very clean, comfortable, quaint and cozy. Hazel's place had everything we wanted and more for a nice couple's getaway in nature. Tannersville is a very charming town with sweet people and gorgeous nature. we will definitely be coming again!

Retro Modern Paradise in the Catskills
Would absolutely stay again! Really loved the way they've updated the space but kept the classic touches of the house. Huge well appointed kitchen with everything you could need. Peaceful outdoor space with lots of privacy. And overall a very spacious house that feels like you could have a big group without getting in each others way. Ryan & Lauren were super on it. Will definitely recommend to friends.

Cozy Catskills Cabin
I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

Pet Friendly Cabin Doh-Ray up at 1450 ft
This is the place to go if you want to be immersed in nature. You are definitely in the woods and surrounded by lush green. There is a pond glistening in your view from the back screened in porch. A lovely spot to have a curl up with a good book.!

Catskills Cabin Nature Oasis - Seconds to Hiking!
When I decided in February to take three weeks away from my home city to spend time in the mountains, I wasn't sure I'd come a place that ticked all the boxes: would let me bring my dog, was on top of hiking by not terrifically far from essential businesses, was within a 4-5 hour drive from home, had the comforts I knew I needed and-- would also let me bring my cat? What did I find? This total gem of a cabin. My animals and I were able to make ourselves comfortable, the views of the lush trees were instantly calming, the bed was super comfortable, and somehow even though it felt like the middle of no where, was a 30 min drive from so many beautiful villages, trailheads, and other Catskills goodness. Mark was super on top of communications, helped me out when I needed it, and made sure I had what we needed. Highly recommend a stay here-- can't beat the charm and being truly surrounded by stunning nature.

Sunset Bungalow-Mt views on 130acre forest & falls
Very quiet and quaint. Comfortable and friendly.
Private cabin rentals

Charming Catskills Lakefront Home—2 hrs from NYC!
Jill’s place was beautiful , cozy and unique. She was very accommodating with any questions we had, and the area had lots to offer. We drove through the mountains, checked out the historic Woodstock grounds, and went to many of the really cool breweries that were suggested. We also really enjoyed playing many of the records that she had while enjoying sunsets from the lake view of the house. Definitely would recommend and would love to come back for a visit

Hike & Sauna! Modern Mountain Escape
The house is very cozy and beautiful and very close to the downtown where there are a plenty of good coffee shops and places to eat. The host was extremely responsive and accommodating. They treated us to free coffee at their nearly Korean coffee place. I highly recommend

Slide Mountain Chalet
This was our third stay at this beautiful home, and once again, it was perfect! The view is absolutely stunning, and the space is always clean, cozy, and well-maintained. The host is incredibly responsive and helpful—communication is always quick and smooth. We truly feel at home every time we stay here. Highly recommended! ❤️

Sweet Saugerties A-Frame - 10 mins from Woodstock
We loved our stay here. Exactly as pictured, very clean and peaceful and equipped with everything needed for a comfortable stay. Laura is super responsive and answered any questions promptly in a friendly way. We saw some beavers and bunnies in the front yard too!

Mtn Views • Firepit • 5 Min to Hiking + Brewery
The house was beautiful and had everything we needed, even instructions in case of bad weather. We felt so comfortable and relaxed during our stay. We would absolutely recommend staying here for a weekend getaway! Thanks so much to Kelsey for everything!

Lakeside Cottage: Boulder's Bluff
we had a wonderful stay with Ed! private lake, extremely peaceful. had fun taking the row boat out and cruising around fishing. Very little preditoral fish wich resulted in massive crappy and bluegill so we still had fun!! Ed was a great host, very responsive and even surprised us with a lil treat for our anniversay. keep in mind it is a lake house so thier were Lots of bugs but would absolutely recommend this location.

The Upstate A - Modern Luxury in the Hudson Valley
Lovely. Well appointed. Welcoming and serene. It was a pleasure to stay in this beautifully renovated and decorated space with taste. From the coffee to the soaps, the soft towels and sheets, it is a perfect place to visit. Many thanks to our wonderful hosts.

Cozy Getaway Cabin in The Catskill Mountains
Frankie and Andrew’s cottage was outstanding! My wife and I were looking for a quiet beautiful getaway from the city for the wknd and F & A’s place did not disappoint! Beautiful home, super clean, cozy, looked just as advertised, and the peaceful surroundings were just what we were looking for. Their communication was perfect and super helpful with check in/check out. Would go back again!
Quick stats about cabin rentals in Olive
Total rentals
20 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Bash Bish Falls State Park
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Mount Peter Ski Area
- Opus 40
- Bull's Bridge Golf Club
- Thaddeus Hait Farm
- Plattekill Mountain