
Vacation rentals with a patio in Olive
Find and book unique accommodations with an outdoor patio on Airbnb
Quick stats about vacation rentals with a patio in Olive

Total vacation rentals
Explore 130 vacation rentals in Olive

Nightly prices starting at
Olive vacation rentals start at $99 CAD per night before taxes and fees

Verified guest reviews
Over 13,070 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 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 accommodations with an outdoor patio in Olive
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Peaceful Cottage-in Private 5-acre field
Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

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.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Modern Woodland Getaway with Hot Tub and Fire Pit
Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

West Wing - a unique private space w/deck
This unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir. Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.

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.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit
Modern luxury in the heart of the Catskills, "Darya" is the newest addition to The Cabins. Persian for "Sea", Darya is located just steps away from the Esopus Creek, peaceful sounds of rushing water can be heard in and out of the cabin. It’s a state-of-the-art tiny-home. Light-filled & chic, this design-forward home comes equipped with all the amenities to truly relax in the tranquility of nature, without the hassle of camping.

Dry Brook Cabin
The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.
Popular amenities for Olive accommodations with an outdoor patio
Apartment rentals with a patio

Lovely 1 bedroom apt. with free parking in Rondout

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Saugerties Village home with great backyard!

The Ivy on the Stone

Catskill Village House - Garden Studio

Hudson River Beach House

HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains

Catskill Cabin, Zen Mantra Apt. #9 * * * * *
House rentals with an outdoor patio

Modern Escape • Sauna • Firepit • Near Woodstock

Modern 2BR Retreat w/ Hot Tub – Walk to Town + Hik

10 Min from Bellayre! Gingerbread House!

Eclectic one-bedroom house

Valley View Chalet: AC, Hot Tub, Firepit, Games

Creekside Couple's Retreat w/Hot tub, Sauna & More

Peaceful Designer Farmhouse~Hot Tub~Sunset Porch

Lux Modern Cabin at Hunter Mountain
Condo rentals with a patio

Slope Side Luxe | Views, Decks, Walk to Mtn & Town

Condo on Hunter Mt.

Modern Hunter Condo | Hike & Unwind

Luxury 3-bedroom Condo on Windham mountain

Cozy 1BR Suite | Near Windham Mt | Wood Fireplace

WindhamWay MainSTREET Retreat*5 min to the Slopes

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Trailside Tranquility at Hunter Mountain
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $388 CAD | $388 CAD | $363 CAD | $332 CAD | $351 CAD | $381 CAD | $384 CAD | $433 CAD | $392 CAD | $406 CAD | $403 CAD | $396 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
- Cabin rentals Olive
- Rentals with a firepit Olive
- House rentals Olive
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- Rentals with pools Olive
- Fitness-friendly rentals Olive
- Rentals with a washer and dryer Olive
- Rentals with a patio Ulster County
- Rentals with a patio New York
- Rentals with a patio United States
- 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
- Taconic State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Kent Falls State Park
- Storm King Art Center
- Hunter Mountain Resort
- Mohonk Preserve
- Mohawk Mountain Ski Area
- Mount Peter Ski Area
- Storm King Art Center
- Peekamoose Blue Hole
- Harriman State Park
- Millbrook Vineyards & Winery





