
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.

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.

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!

Cabin 192
No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

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.

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 - pet friendly + near hiking
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.

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.

Modern Cabin Getaway: Idyllic, Secluded, Serene
Escape to our charming log cabin, nestled on a serene 6-acre property surrounded by the soothing sounds of nature and scenic beauty. Though perfectly private, the cabin is conveniently located near markets, shops, restaurants, and just a short distance to the heart of town. An ideal escape Less than 2hrs from NYC. Hiking, nature trails, swimming holes, skiing, local farms, wineries, reservoirs, waterfalls, historic sites, all await you. IG:@griffithhousecabin

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
Popular amenities for cabin rentals in Olive
Cabin rentals with a hot tub

Mountain View Hideaway

Modern A-Frame Cabin Hot-Tub | Games Room | Firept

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Magical Private Waterfront Cabin Hot Tub & Hiking

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike

Private lake cabin w/hot tub, views and fruit
Pet-friendly cabin rentals

Remote Waterfall Cabin at Swiftwater Acres

Serene Retreat on a Stream

Dry Brook Cabin

Woodstock Cabin in the Woods #2

Cozy 1-bedroom log cabin in the mountains

Modern Upstate Cabin, near Rhinebeck NY

Charming Cabin on rushing stream

The A-Frame at Harvest Moon Acres
Private cabin rentals

Eddy Cabin - Oasis on Stream

Ski & Sauna! Modern Mountain Escape

Catskill Schoolhouse

Catskills Overlook Mountain Sanctuary

Acorn Hill Cottage -A mid century farmhouse gem

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills

Hudson Valley Historic Krom House Barn

Mountain Home with firepit and breathtaking views
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 SGD | $224 SGD | $220 SGD | $216 SGD | $230 SGD | $225 SGD | $260 SGD | $284 SGD | $238 SGD | $272 SGD | $237 SGD | $256 SGD |
| 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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 3,630 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
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Taconic State Park
- Plattekill Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Opus 40
- Mohawk Mountain Ski Area
- Benmarl Winery
- Warwick Valley Winery & Distillery
- Millbrook Vineyards & Winery
- Bull's Bridge Golf Club




