
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.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Catskills Mountain River Dream House
*Art-filled c. 1910 Cottage w/ wrap-around porch *Self-contained natural wonderland for grownups, kids, & dogs *Riverfront w/ amazing swimming hole: trout fishing, swimming, tubing on site *Huge back yard w/ meandering brook, seasonal cascade, classic tree swing, & surrounding woods *Speedminton court *Mature perennial butterfly gardens *Fire pit *Weber Gas Grill *Cedar hot outdoor rain shower nestled in side garden *Minutes walk to Ashokan Reservoir Rail Trail (run/bike/stroll); 2 adult bikes

The Black Dymond A Private Streamside Cabin
A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

Mountains and Rivers, Secluded Cabin
"Of all the retreats I have found among the Catskills there is no other that possesses quite so many charms for me as this valley. It is so wild, so quiet and has such superb views." - John Burroughs. Our beautiful cabin, tucked into a secluded hollow at the base of Romer Mountain, sits by Woodland Valley Creek. A couple of miles up the road are trailheads to Giant Ledge, Panther, Wittenberg and Slide. Phoenicia hamlet is 4 miles away. Woodstock, Belleayre and Hunter are within 1/2 hour.

Cozy, Serene, Modern Cabin Escape
Escape to a cozy, modern log cabin nestled on 6 private, wooded acres. Designed for rest, reconnection, and comfort, this dog-friendly cabin offers total privacy with the convenience of being just minutes from town. Whether you’re planning a romantic weekend getaway, a peaceful work-from-home escape, or a nature-filled retreat, we invite you to slow down and unwind. You’ll feel worlds away from the noise, yet close to everything that makes the Hudson Valley special. IG:@griffithhousecabin

The Laurel Cabin
Tucked away in the serene Catskill mountains, this charming cabin has undergone a recent top-to-bottom renovation. Located just a short 5-min stroll from the vast expanse of the 30,000-acre Sundown Wild Forest, you'll discover endless trails, picturesque waterfalls, and abundant wildlife to explore. Additionally, within a mere 20-minute drive lies the stunning Minnewaska and Mohonk. We warmly welcome up to two well-behaved, non-aggressive dogs, although we regretfully cannot accommodate cats

Romantic Cabin with Sauna & Wood Fired Hot Tub
Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Catskills Cabin Surrounded by Mountain Views+Spa!
Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

Cozy Cabin + hiking + pets welcome
Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Catskills log cabin in the sky with mountain views
Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Cozy Catskills Cottage on the Esopus Creek
Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.
Popular amenities for cabin rentals in Olive
Cabin rentals with a hot tub

The Water House - Spring Spa on a Cascading Brook

Catskills Retreat - spring discount pricing!

Mountain View Hideaway

Riverfront Retreat | Hot Tub, Firepit & Pool Table

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Blue House | Cedar tub•BBQ•fire pit•stargazing

Charming Lakefront Cabin with Hot Tub

Tiny Home A-Frame with Hot Tub & Creek
Pet-friendly cabin rentals

Lovely Cabin w/Piano No Car Needed Best Hiking

Cheerful 3-bedroom Cabin in the Woods with a pool.

Catskill Mtn Streamside Getaway

Leonardo cabin

Birch Creek House - Private & Cozy Creekside Cabin

Sunset Bungalow-Mt views on 130acre forest & falls

The Pike Lane Cabin & Nature Preserve

Design-Forward Riverfront Cabin on 120 Acres
Private cabin rentals

Eddy Cabin - Oasis on Stream

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind

Cozy Catskills Cabin

Private Cabin, Mtn’s, Trails, Pond, River, skiing

Cabin 192

Cozy Creekside Cabin | 5 Mins to Windham Mt!

How to Stay in "The Shoe"

HIP House (House In the Pines)
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £129 | £126 | £124 | £132 | £129 | £150 | £163 | £137 | £168 | £142 | £164 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about cabin rentals in Olive

Total holiday rentals
Explore 20 holiday rentals in Olive

Nightly prices starting at
Olive holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 3,770 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Olive holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Olive rentals

4.9 Average rating
Olive stays are highly rated by guests – averaging 4.9 out of 5!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Hunter Mountain Resort
- Mount Peter Ski Area
- Plattekill Mountain
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Opus 40
- Benmarl Winery
- Warwick Valley Winery & Distillery
- Millbrook Vineyards & Winery
- Storm King Art Center
- Walkway Over the Hudson State Historic Park




