
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!

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!

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!

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)

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.

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.

Heavenly Woodland Valley Hideaway, Mountain Views
Hi! Please scroll down to "contact host" button and start a chat; I don't offer stays without a chat first! Price is generally $400 for the first 2 nts, $100 for additional nights, depending on dates. Last minute discounts! Spend cozy evenings reading beside the fire or on the front porch of my beautiful, rustic log cabin. Fish for trout just down the hill on Woodland Valley creek or the Esopus River a mile away. Just down our road is a beautiful hike with 25 mile views.

Hidden cabin on 2 wooded acres
Retreat to a beautiful cabin and get lost on two wooded acres. Reconnect with nature in your own way - hike around nearby Lake Minnewaska, or another of the dozens of incredible trails in the area. Explore infinity under a blanket of stars and share stories gathered around the firepit. When you’re called inside, grab a book and settle in by the fireplace. Then cook a meal in our well-equipped kitchen or on the grill, and enjoy it on the patio overlooking the property.

Secluded Couples Spa Sanctuary with HotTub!
Highlights: Cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub. Very private, close to great hiking. Welcome to Fern Pond, a modern but enchanting cottage in quiet Kerhonkson. In the shadow of the Sundown Wild Forest, this sweet house offers a cozy base to explore Accord, Stone Ridge and the Ashokan Reservoir. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.

Modern Catskills Cabin
Our cozy cabin is right on Route 212 in Mount Tremper, between Woodstock and Phoenicia, in close proximity to everything the sublime Catskills have to offer like hiking, skiing, swimming, and fishing. We are 20 minutes to Belleayre, 25 to Hunter, and 40 to Windham Mountains for the best of Catskills skiing, snowboarding, and snowtubing. The Pines restaurant is a short 5 minute walk from the cabin and home to local eclectic cuisine.
Popular amenities for cabin rentals in Olive
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills

Mountain View Hideaway

Modern & Chic Log Home-Spectacular Mountain Views!

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!

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

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

Serene Retreat on a Stream

Lovely Cabin w/Piano No Car Needed Best Hiking

Cozy Creekside Charmer: Skiing+Phoenicia+Woodstock

Catskills Cabin Winter Oasis - Ski, Hike, & More!

Birch Creek House - Private & Cozy Creekside Cabin

Sunset Bungalow-Mt views on 130acre forest & falls

Mountain Home with firepit and breathtaking views
Private cabin rentals

Winter Rates: Catskills Mountain Sanctuary

The Waterfall Casita: A-frame with 30ft Waterfall

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

Cabin 192

Catskill Mtn Streamside Getaway

Ski Cabin | Sauna & Woodstove Near Hunter Mountain

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven

Catskills Mountain River Dream House
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 140 | € 144 | € 141 | € 139 | € 148 | € 145 | € 167 | € 182 | € 153 | € 175 | € 152 | € 165 |
| 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 € 42 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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- Cabin rentals Ulster County
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- Cabin rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Kent Falls State Park
- Plattekill Mountain
- Mount Peter Ski Area
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Taconic State Park
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Warwick Valley Winery & Distillery
- Upper Delaware Scenic and Recreational River




