Cabin holiday rentals in Olive

Find and book unique cabins on Airbnb

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 3,740 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!

Top-rated cabin rentals in Olive

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

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Top guest favourite

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, 159 reviews

Top guest favourite

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, 283 reviews

Top guest favourite

A charming cabin stands surrounded by trees, illuminated by soft string lights. A fire pit with glowing embers is positioned in front, with a charcoal grill nearby. The cabin features large windows, allowing for views of the serene wooded landscape.

Cabin in Kerhonkson

Cozy Cabin | Fire pit + Hiking + Pets Welcome

Imagine yourself on a screened porch, gas fireplace glowing, string lights warm overhead, peering into the woods — our guests' favorite space. Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep upstairs under deep-set skylights, observe wildlife out our large picture windows, or daydream on the hammock. On a clear night, stargaze through the tall trees while toasting marshmallows fireside.

4.96 out of 5 average rating, 659 reviews

Guest favourite

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

Stunning Mountain-View Home*Hot Tub*Near Woodstock

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, 185 reviews

Top guest favourite

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.

4.97 out of 5 average rating, 286 reviews

Top guest favourite

Cabin in Lake Hill

The Owl’s Nest (Family Cabin in the Catskills)

In summer, stargaze on our deck and light up the fire pit. In winter, frolick in the snow, hike our frozen waterfall, or just sit by the wood burning stove. Stroll Sickler road to see fall colors on Mt. Oldenbark. Spring brings the snow runoff and our waterfall rushes and the flowers bloom! Our quiet mountainside perch is a four-season getaway comfortable for up to six adults. Right between Woodstock (10 min) and Phoenicia (15 min). Stay and find out why I call it the Owl’s Nest!

4.91 out of 5 average rating, 205 reviews

Guest favourite

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, 273 reviews

Top guest favourite

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, 219 reviews

Top guest favourite

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, 600 reviews

Top guest favourite

A modern A-frame cabin is positioned among vibrant autumn foliage. The exterior features large triangular windows framed by wood, and a spacious deck surrounds the front. A stacked log wall is visible beneath the deck, creating a natural aesthetic against the landscape.

Cabin in Saugerties

Stunning 2-Bedroom A-Frame in the Woods with Sauna

Secluded Catskills A-frame with sweeping woodland views and room for four. Restore in the private cedar barrel sauna, watch sunsets from the wrap-around deck, or gather around the fire pit as the stars come out. Inside: a lofted king suite, a cozy queen bedroom, chef’s kitchen, spacious living area, and a deep soaking tub. The most spacious cabin in the preserve - and the hardest to leave.

4.98 out of 5 average rating, 298 reviews

Top guest favourite

Cabin in Margaretville

Cabin in the Sky • Restorative Catskills Escape

There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.

4.94 out of 5 average rating, 254 reviews

Top guest favourite

The A-frame cabin is surrounded by lush greenery, featuring a sloped black exterior and large windows. A wooden deck is visible, equipped with two Adirondack chairs. Soft landscape lighting enhances the entrance, while the tranquil wooded setting provides a serene atmosphere.

Cabin in Kerhonkson

Black A-Frame: Catskills Cabin

Escape to Black Pines A-Frame, a fully renovated 1961 cabin nestled in the Catskill Mountains in Kerhonkson, NY. Named one of the “Coolest A-Frames in NY” by the New York Post, this charming retreat blends rustic character with modern comforts. Set on two private acres, it offers stunning wooded views and a warm, inviting atmosphere.

4.95 out of 5 average rating, 122 reviews