Cabin vacation rentals in Olive

Find and book unique cabins on Airbnb

Quick stats about cabin rentals in Olive

Total vacation rentals
Explore 20 vacation rentals in Olive
Nightly prices starting at
Olive vacation rentals start at €43 per night before taxes and fees
Verified guest reviews
Over 3,740 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 of Olive vacation rentals include wi-fi 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!

Top-rated cabin rentals in Olive

Guests agree: these cabins are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

Cabin in Boiceville

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

4.95 out of 5 average rating, 281 reviews

Top guest favorite

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

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!

4.99 out of 5 average rating, 158 reviews

Guest favorite

The cabin features a rustic cedar shake exterior with a distinctive red front door. A spacious deck surrounds the entrance, providing a welcoming space. Vibrant autumn foliage frames the cabin, enhancing its natural setting within the forest.

Cabin in Kerhonkson

Lovely Cabin w/Piano No Car Needed Best Hiking

When you truly want to get away from it all, come experience the wilderness of the Catskills. We're nestled next to 30k acres of the Sundown Wild Forest inside the 300k acres Catskill Park, 2 hrs from NYC. Enjoy any of the 3 fireplaces located in and around the cabin after your choice of 8 hiking trails you can take from our doorstep including the cascading pools of the secluded Vernooy Kill Falls. Ecology History tour available RT private transportation from New Paltz Trailways Bus available.

4.97 out of 5 average rating, 185 reviews

Guest favorite

The sunken living room features knotty pine paneling and a large stone fireplace with a glowing fire. A rustic chandelier hangs above, while an antique-style rug lies on the polished wooden floor. Comfortable seating is arranged near the warmth of the fire.

Cabin in Phoenicia

Cozy Forest Cabin | Fire Pit & Trails Nearby

Welcome to Darcy's Perch, a charming 1920s Catskills cabin nestled on a forested acre just minutes from downtown Phoenicia. This historic retreat offers a blend of vintage charm and modern comfort. The perfect spot for couples seeking a romantic getaway, families looking to reconnect in nature, or friends escaping the city hustle. Whether you're looking to hit the slopes, relax by the fire, or explore nearby hiking trails and swimming holes, this cabin offers a memorable escape in every season.

4.92 out of 5 average rating, 105 reviews

Top guest favorite

Cabin in Saugerties

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

4.99 out of 5 average rating, 215 reviews

Guest favorite

The cabin's exterior features a dark wood facade surrounded by vibrant autumn foliage. A deck extends from the side, leading to a grassy area with three pink Adirondack chairs arranged for outdoor relaxation. A stone chimney rises from the roof, adding to the cozy appearance.

Cabin in Kerhonkson

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

4.95 out of 5 average rating, 222 reviews

Guest favorite

A spacious deck is highlighted by comfortable seating arrangements, including a sectional couch and a dining table. A gas grill is positioned nearby, with mountains visible in the distance. Soft lighting fixtures are suspended above, enhancing the outdoor setting against the twilight sky.

Cabin in Boiceville

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.

4.94 out of 5 average rating, 183 reviews

Top guest favorite

A modern A-frame cabin is set in a wooded area, surrounded by tall trees. The dark exterior contrasts with the natural greenery. A spacious porch features string lights, enhancing the inviting outdoor space. A stone pathway leads up to the porch, complemented by landscaped gardens.

Cabin in Accord

Modern Catskills Cabin with Hot Tub in Accord

Wake to forest views in a modern A-frame with 2 bedrooms, including a cozy loft. Hike nearby trails, soak in the cedar hot tub, or visit local breweries. In summer, barbecue or gather at the fire pit; in winter, warm up by the wood stove on the 2-acre Catskills property. Note: Guests must be 13 or older, and all teenagers must be listed on the reservation. Pets are welcome with prior approval, agreement to pet rules, and payment of the pet fee. Please contact the host before booking.

4.96 out of 5 average rating, 284 reviews

Guest favorite

Cabin in Stone Ridge

6 Private, Serene Acres, Firepit, Screened Porch

Unplug, unwind, and reconnect with nature at our peaceful log cabin on 6 private wooded acres in historic Stone Ridge. Less than two hours from Manhattan and minutes from Mohonk Preserve, Minnewaska, the Gunks, hiking, waterfalls, wineries, restaurants, and local farms. Perfect for romantic getaways, peaceful resets, and outdoor adventures, this thoughtfully designed retreat offers comfort, privacy, and room to breathe, slow mornings and cozy nights. IG:@Stillwood_Retreat

4.96 out of 5 average rating, 272 reviews

Top guest favorite

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

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.

4.99 out of 5 average rating, 180 reviews

Top guest favorite

The modern cabin is nestled among lush greenery, featuring a deck that extends into the wooded surroundings. A smooth gravel path leads to the entrance, and large windows allow natural light to illuminate the interior. The tranquil setting offers a sense of seclusion.

Cabin in Kerhonkson

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 nature 🌲

4.99 out of 5 average rating, 217 reviews

Guest favorite

A charming blue cabin is covered with a layer of fresh snow, creating a wintery scene. The front porch features a railing and steps leading to the snowy yard. Warm light glows from the windows, hinting at a cozy interior amidst the serene, wooded landscape.

Cabin in Olivebridge

Cozy Catskill Cabin on Acorn Hill

Enjoy a rustic respite from the city in this cozy cabin on 3.5 acres near the beautiful Ashokan reservoir and Catskill Park. Perfect for a relaxing weekend and as a hub for skiing and hiking. Cabin includes 1 bedroom and one bath, full kitchen, and living room with piano. This is a perfect get-away to relieve the stress of the city. Full amenity details are available in the listing. Town of Olive Registration # STR-22-19

4.94 out of 5 average rating, 599 reviews