
Cabin vacation 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.
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Popular amenities for Olive cabin rentals
Cabin rentals with a hot tub

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow
This place is so nice and peaceful...it's almost spa-like with the hot tub and sauna all to yourself! It's an awesome place to get away from the city(in just a couple of hours) and have complete relaxation! its super clean, and the host was so friendly! Will definitely try and come back!

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
This place matches its description perfectly. It is very secluded and all amenities are as described. Kitchen has everything you need and more. Surrounding area is gorgeous and easy to navigate. There are so many fun board/card games provided. The very cute town of Hudson, NY is a short drive away, and there are plenty of great little hikes around of varying degrees of difficulty. The hot tub works perfectly. Olivia was a delight to rent from - so communicative and all her instructions were super clear! Would gladly stay again.

Catskills Cabin on 34 acre Estate stunning views
Absolutely loved the cabin! Would return in a heartbeat!

The Windham Cabin w/ Hot Tub
Highly recommend, beautiful cabin with great amenities! We enjoyed our stay here and would come back!

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Great stay, responsive host, beautiful cabin. Would definitely stay again!

Tiny glamping cabin with mineral spring hot tub
We had a fantastic stay! Sam was incredibly friendly and helpful, he arrived right when we got there to walk us through how everything worked, which made settling in super easy. The place itself was beautiful, cozy, and clean. It had everything we needed for a comfortable and relaxing stay.

The A-Frame on Pudding Hill
We had such a nice stay at Lenny’s cabin! We wanted a glamping getaway and that’s exactly what we got. The cabin was clean, cozy, and just like the pictures! We brought food to cook all of our meals and the cabin had everything we needed in the kitchen. The beds were cozy and the shower was hot! We spent hours around the fire pit and loved how quiet, remote, and beautiful the area was. If we find ourselves in the area again, we would not hesitate to stay at Lenny’s cabin again!

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!
Beautiful modern cabin in an ideal nature setting. Hot tub and sauna were perfect! The night sky was stunning ! Great restaurants, hiking, farms all within 10 minutes. Perfect 2 day get away! Amazing host. Extremely responsive.
Pet-friendly cabin rentals

Roscoe Cabin Pet Friendly
Debra and Mike are such warm friendly hosts who really care about your stay and maintain the property so well The house was perfect for us and another family, really charming clean and cozy, and so fun for the kids. Kitchen was very well stocked and had lots of cookware and tools Kids had so much rummaging through their play stuff they have around the spacious living room and running around the well maintained outdoor area, plus a cute shallow pond that kids love to explore Endless firewood for bonfires or the indoor wood oven, all nearly stacked around the property. They’re also so helpful, even helped us with our car keys mishap gladly in the middle of their dinner :) We had a great time and would definitely come back!

Woodstock Cabin in the Woods #2
Esme is a great host! Super responsive and friendly. The cottage is cute and cozy, as described. It's definitely a place to recommend!

Riverfront Cabin with Japanese Hottub
This Airbnb is truly something special. If you're a fan of mid-century modern design, you’ll be in heaven—the aesthetic is gorgeous, and honestly, it feels a bit too nice to be a rental. It's incredibly generous of Jenny to open this space up to others. The backyard is breathtaking—peaceful, private, and serene. I could have spent the entire trip out there, flipping through books with the soothing sound of the creek in the background. The Japanese hot tub was the cherry on top. I loved it far more than a typical hot tub. It requires some effort and planning to get just right, which, for me, made the experience even more rewarding. That said, I can imagine it wouldn’t be for everyone. This place gets my highest recommendation—though I hesitate to say that because I selfishly want it to be available the next time I book. Thank you, Jenny, for sharing your beautiful home.

Catskill's Le Petite Cabine on the River
Host was very accommodating and generous . Please brings you back to simpler day just what we needed to get away from the city

Catskill Mountain Cabin~wood stove+soaking tub
Anastasia's cabin is a delight and very cosy. It was a lovely stay and Anastasia was extremely helpful to make it even easier. Highly recommend.

Pet Friendly Cabin Doh-Ray up at 1450 ft
Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

the clubhouse, by camp caitlin
We had a great time! Wanted to camp, it didn’t want the hassle. This was perfect for hanging out at the fire, roasting hot dogs and marshmallows, but had the bonus of a hot tub and comfy indoor space.

5 Acre Nature Escape · Rockpine Cabin
Maria and Max’s place was everything we dreamed of! It was a nice seclude, a cabin with a large backyard and a wonderful fire pit. We loved the decor inside the house, the beds were extremely comfortable, and everything was as described. It’s in a great location approximately 20 to 30 minute drive to multiple cute small towns in Catskills. We can’t wait to bring our friends back next time!
Private cabin rentals

Fantastic views & fresh air from Poolside Cabin 3
Why would anyone stay in a hotel when they could do some "glamping" here for less money. This cabin was so nice, very clean, and plenty of room for 2 adults and 2 teenagers. Has AC, large bathroom, full kitchen. What more could you ask for? The view was amazing! Be sure to bring some chairs to enjoy the front porch and fire pit. The pool looked nice, but it was a little too chilly out for us to swim. The campground is very family friendly, nobody got rowdy at night, it was nice and quiet. Host got back to me promptly whenever I had questions. It was a quick 30 minute scenic drive to Cooperstown. We will definatly come back here.

The Log Cabin in the Catskills
This is a beautiful remote location - it's a wonderful cabin in the woods, filled with cute decorations and everything we could possibly need. The host was responsive and had clear instructions for everything. We would absolutely love to stay again in different seasons to enjoy this area!!

Dekeman Acres Cabin
Third time staying here and as always had a great time. Will come again as my son and I have made it a yearly ritual to come and unwind and enjoy nature. Thanks Debbie!

Magical Catskills Cabin on 9 acres with Sauna
Great time. Everything we expected. Ty so much for the family memories

Peaceful Cabins by the river, excellent wifi!
What a magnificent spot! If nothing else, the creek next to the house was worth the price of admission. But the whole experience was fantastic. We filled the place up, and had a dozen more family members come for Thanksgiving dinner. It was cozy and the extra kitchen in the cabin was a godsend. We loved being there, and everything about our stay was perfect. Thank you!

Le Petit Abris at Gunks EcoLodge
We had a fantastic getaway weekend with friends and enjoyed a calming stay at Joe and Barb's place. We saw so many different types of birds and animals and had a blast hiking around the trails referred to us by Joe and Barb. Would love to visit again and would recommend to anyone looking to travel to the New Paltz area.

Tiny like “A” frame cabin with alpacas
Stayed one night and loved it—super cute spot! The alpacas and animals were fun to be around, and waking up to a foggy spring morning with the big window was v pretty. No running water takes a little getting used to, but it was totally fine for a night and was communicated clearly in advance. Great location—feels nice and remote but still close to town.

Beautiful & Secluded Streamside Catskills Cabin
This was our second vacation at this cabin and it was even more cozy for being familiar to us. We had a wonderful 8 days in nature and had a very hard time leaving. Smallwood forever!!!!
Quick stats about cabin rentals in Olive
Total rentals
20 properties
Nightly prices starting at
$69 CAD 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
- Belleayre Mountain Ski Center
- Windham Mountain
- Bethel Woods Center for the Arts
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Zoom Flume
- Opus 40
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Villa Roma Ski Resort
- Kent Falls State Park
- Mount Peter Ski Area
- Thaddeus Hait Farm
- Plattekill Mountain
- Bull's Bridge Golf Club