
Cabin vacation 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.

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!

Sweet Saugerties A-Frame - 30 mins from Hunter!
This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

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

Luxury A-Frame Cabin in the Woods with Sauna
Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel hot sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

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)

The CubHouse NEW Barrel Sauna at foot of Mountain
WOODSTOCK/BEARSVILLE Escape to a little healing magic in this 1909 built cottage. Originally owned by a medicine woman in the early 1900s. This home has charm(s) of an enchanted past and it has been renovated to provide a modern, cozy experience. -Wood burning fireplace -Projector w/screens inside & in screenhouse -Full kitchen -River and Mountain access -Propane grill -500 sq ft screen house (closed during winter months) Dog friendly but must be approved before booking. $25 per night fee

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.

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.

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

Mountain View Hideaway

40-Foot Container Cabin in the Catskills

Little Log Cabin with Hot Tub

Modern & Chic Log Home-Spectacular Mountain Views!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Catskills Cabin, Hot Tub, Wood Stove, King Bed

The A-Frame on Pudding Hill

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!
Pet-friendly cabin rentals

Woodstock Cabin in the Woods

Serene Retreat on a Stream

Slide Mountain Chalet

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

Catskills Cedar House | cozy retreat in the woods

Mountain Home with firepit and breathtaking views

Cozy Creekside Cabin in the Catskills

The Pike Lane Cabin & Nature Preserve
Private cabin rentals

Remote Waterfall Cabin at Swiftwater Acres

Ski & Sauna! Modern Mountain Escape

Eddy Cabin - Oasis on Stream

Catskills Overlook Mountain Sanctuary

Acorn Hill Cottage -A mid century farmhouse gem

Cozy Catskills Cabin

Hudson Valley Historic Krom House Barn

Private Cabin Getaway in the Catskill Hiking Ski
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 CAD | $242 CAD | $238 CAD | $234 CAD | $249 CAD | $244 CAD | $282 CAD | $307 CAD | $258 CAD | $295 CAD | $256 CAD | $278 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 |
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 3,630 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!
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- Rentals with a washer and dryer Olive
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Mount Peter Ski Area
- Plattekill Mountain
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Opus 40
- Benmarl Winery
- Bull's Bridge Golf Club
- Warwick Valley Winery & Distillery
- Millbrook Vineyards & Winery




