
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 $70 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Olive vacation 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.

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!

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

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.

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!

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.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

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)

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.

6 Private, Serene Acres, Firepit, Screened Porch
Unplug, unwind, and reconnect with nature at this 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

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.

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 Olive cabin rentals
Cabin rentals with a hot tub

Lakefront • Hot tub • Kayaks • Fire Pit • Fishing

Forest Spa Retreat on Cascading Brook • 90 Min NYC

Mountain View Hideaway

40-Foot Container Cabin in the Catskills

Modern & Chic Log Home-Spectacular Mountain Views!

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

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Romantic Catskill Getaway | HotTub w/Mountain View
Pet-friendly cabin rentals

Dry Brook Cabin

The Waterfall Casita: A-frame with 30ft Waterfall

Lovely Cabin w/Piano No Car Needed Best Hiking

Pet Friendly Cabin Doh-Ray in Woodstock

Catskill Mtn Streamside Getaway - With EV Charger

Lidar West

Cozy Creekside Cabin in the Catskills

Contemporary Cabin in Catskill Mountains
Private cabin rentals

Hike & Sauna! Modern Mountain Escape

Eddy Cabin - Oasis on Stream

Cabin in the Sky • Restorative Catskills Escape

How to Stay in "The Shoe"

Cozy Catskills Cottage on the Esopus Creek

Mountain Home with firepit and breathtaking views

Scenic View Chalet, Firepit, BBQ, & 2hrs to NYC

Modern Catskills Cabin
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 CAD | $270 CAD | $308 CAD | $234 CAD | $249 CAD | $244 CAD | $282 CAD | $307 CAD | $258 CAD | $317 CAD | $268 CAD | $308 CAD |
| 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 |
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- Rentals with outdoor seating Olive
- Rentals with a hot tub Olive
- Rentals with a fireplace Olive
- Waterfront rentals Olive
- Family-friendly rentals Olive
- Pet-friendly rentals Olive
- Rentals with a firepit Olive
- Rentals with a patio Olive
- House rentals Olive
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- Rentals with pools Olive
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Plattekill Mountain
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- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Kent Falls State Park
- Storm King Art Center
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- Mohawk Mountain Ski Area
- Mount Peter Ski Area
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- Peekamoose Blue Hole
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- Millbrook Vineyards & Winery





