Cabin holiday rentals in Olive

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Top-rated cabin rentals in Olive

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Top Guest favourite
An open kitchen space features light green walls and natural wood flooring. A kitchen island with seating for three is present, alongside a sleek dining table with a red chair. Clear cabinetry showcases minimalist design, while exposed wooden beams add character to the room.
Cabin in Stone Ridge
4.95 out of 5 average rating, 387 reviews

Farmstead Cottage in Hudson Valley

This cozy cottage along with two barns was once part of a a working farm. Hand-hewn original oak post and beam construction is exposed; it gives the cottage and its cathedral ceilings, a light drenched airy ambience. Equipped with a full kitchen, one gets the country rustic atmosphere without forfeiting modern conveniences. The reclaimed wood siding in the bedroom catches the early morning light reflections of the sunrise. Hand-crafted details abound, the cabinetry, hand-made glass, and photography add accents to the decor. The bucolic surroundings are a great place for respite. One can relax in our perennial gardens or sit in the shade of the one hundred year old wooden barn amongst the hummingbirds and barn swallows. At night sit on our deck and enjoy a starry night or moon shadows without street-lighting to impede the night sky. Located in Stone Ridge, we are only minutes away from the historic village center which is convenient for restaurants, groceries, wine, and farm fresh products. At the same time, we are located on a quiet country road. Our landscape is peppered with horse farms, corn fields and even an alpaca farm! Did you know that the New York Senate resided in Stone Ridge back in the early days for a short bout after the burning of Kingston? Nestled between the breathtaking views of the Shawangunk Ridge and the Catskill Mountains; numerous hiking, biking, world- renowned rock climbing, horse riding, fly-fishing and kayaking possibilities abound. Farm to table, antiques, local produce and fruit picking are amongst only a few other great activities. Winter sports include ice climbing, cross country and downhill skiing. Parking and Wifi are included. A stocked kitchen, a ceiling fan, wireless bluetooth speakers, and hairdryer are additional amenities. Outdoor amenities include a charcoal barbeque, a bistro table and chairs, and fresh herbs to pick when in season! We are registered in Ulster County as a vacation rental and a 2% County Occupancy Tax is included in the price.

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
5 out of 5 average rating, 102 reviews

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!

Top Guest favourite
Cabin in Boiceville
4.95 out of 5 average rating, 263 reviews

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

Guest favourite
A modern cabin is nestled among trees, with a gently flowing stream in the foreground. The landscape features scattered rocks and fallen leaves, showcasing a natural setting that blends seamlessly with the lush greenery in the background.
Cabin in Phoenicia
4.97 out of 5 average rating, 230 reviews

The Woodland Valley Spa Cabin (20min to Woodstock)

Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Guest favourite
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
4.95 out of 5 average rating, 213 reviews

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

Top Guest favourite
An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.
Cabin in Big Indian
4.97 out of 5 average rating, 364 reviews

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)

Guest favourite
Cabin in Kerhonkson
4.96 out of 5 average rating, 599 reviews

Winter Sale - 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.

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
4.97 out of 5 average rating, 267 reviews

Modern Catskills Cabin with Hot Tub, 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.

Top Guest favourite
A rustic Finnish cabin is seen nestled among trees, featuring a slanted wooden roof and a spacious deck. Adironack chairs are placed on the deck, complemented by a green umbrella. A stone garden borders the deck, enhancing the natural surroundings.
Cabin in Kerhonkson
4.99 out of 5 average rating, 395 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Guest favourite
Cabin in Stone Ridge
4.96 out of 5 average rating, 256 reviews

Dog-Friendly Winter Cabin Retreat w/Cozy Fireplace

Escape to a cozy, modern log cabin nestled on 6 private, wooded acres. Designed for rest, reconnection, and comfort, this pet-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, yet close to everything that makes the Hudson Valley special. IG:@griffithhousecabin

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
4.94 out of 5 average rating, 560 reviews

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

Guest favourite
The open living area showcases a blend of modern and rustic design. A gray sofa is complemented by two armchairs and a coffee table. A dining area features a table with colorful chairs, while a well-equipped kitchen is visible in the background.
Cabin in High Falls
4.9 out of 5 average rating, 231 reviews

Hudson Valley Historic Krom House Barn

Rustic, cozy barn in the heart of High Falls with modern touches! <10 minutes walk - High Falls Waterfall + Swimming Holes + Downtown High Falls: Restaurants (The Eggs Nest, Ollie's Pizza, The Spy Social Eatery, The Last Bite), Antique Stores + Shopping ~10-20 minutes drive - Mohonk Mountain House, Minnewaska State Park, Arrowood Farm, Westwind Orchard, Woodstock Farm Sanctuary

Popular amenities for Olive cabin rentals

When is the best time to visit Olive?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$278 NZD$285 NZD$280 NZD$275 NZD$293 NZD$286 NZD$331 NZD$361 NZD$303 NZD$372 NZD$315 NZD$363 NZD
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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 $83 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Olive holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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