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

Total vacation rentals
Explore 20 vacation rentals in Pine Plains

Nightly prices starting at
Pine Plains vacation rentals start at $294 CAD per night before taxes and fees

Verified guest reviews
Over 1,350 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
10 of Pine Plains vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pine Plains rentals

4.9 Average rating
Pine Plains stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated accommodations with an outdoor patio in Pine Plains
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

Design-Forward Riverfront Cabin on 120 Acres
Far from the road, a tranquil modern cabin sits directly above a state-stocked fly-fishing and tubing river - an intimate, private escape under two hours from NYC. Set on a 120-acre property, with access to trails, river swimming, and a private cabin beach, you’ll feel completely secluded while still being 10–30 minutes from Red Hook, Rhinebeck, Hudson, and Kingston. Radiant floors, a Swedish composting toilet, Tesla Powered, w/ 500 Mbps fiber internet make it easy to unplug without sacrificing.

Cozy Grove Luxury Cabin
Luxurious, lovingly-appointed mid-century country retreat located less than 15 minutes from restaurants, galleries, and shopping in downtown Hudson, nestled between farmers’ markets, breweries, cideries, distilleries, hiking, and more! Recently-renovated 1958 cabin features a deep soaking tub, outdoor hot tub, woodstove, and upscale amenities. Set back from the road amidst a grove of pine and apple trees, it's the perfect spot for kicking back in luxury after a day exploring local attractions.

(Hudson Valley) Laughing Duck Cottage
Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

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.

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!

The Upstate A - Modern Luxury in the Hudson Valley
The Upstate A is a 3-bedroom + sleeping loft, 2.5-bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968 and fully renovated in 2020–2021, the home blends cozy cabin character with modern comforts for a relaxed yet elevated stay immersed in nature. You'll find great hiking in the summer, vibrant fall foliage, peaceful snowy winters, fresh upstate air year-round, and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

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.

Waterlily Lakehouse - Modern+Waterfront+Retreat
The Waterlily House is a Lakefront cottage at the North Twin Lakes in Livingston, NY, located just 2 hours from NYC. The lakefront cottage has been designed and decorated in a Frandinavian Style (Parisian chic and Scandinavian minimalism ). This chic 4 bedroom, 3 bath home, which can sleep up to 8 people, has been designed with an eye for detail, style, and relaxation. Follow us on IG @waterlilylakehouse for any last-minute cancellations/openings
Popular amenities for Pine Plains accommodations with an outdoor patio
Apartment rentals with a patio

Studio Oasis nr Warren St w porch & yard

Lovely 1 bedroom apt. with free parking in Rondout

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

Amenia Main St Cozy Studio

The Ivy on the Stone

Hudson River Beach House

Captain's Quarters at Mickey's Marina

DeMew Place
House rentals with an outdoor patio

Modern Escape • Sauna • Firepit • Near Woodstock

The Farmhouse

Catskills River House Hot tub & Views

The Red Country Cottage

Cheerful Catskill Village Cottage

Modern House with Mountain View @Getawind

Tiny Home - Nestled In Catskill Mountain Valley

*Hot Tub* Kayak*VIEWS* Stylish Waterfront Retreat
Condo rentals with a patio

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

Condo on Hunter Mt.

Meadow View

Modern Hunter Condo | Hike & Unwind

Spacious 3 bedroom apt in Lenox historic downtown

WindhamWay MainSTREET Retreat*5 min to the Slopes

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Trailside Tranquility at Hunter Mountain
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- June Farms
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Storm King Art Center
- Zoom Flume
- Kent Falls State Park
- Hunter Mountain Resort
- Mohonk Preserve
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Peekamoose Blue Hole
- Storm King Art Center
- Ski Sundown
- Millbrook Vineyards & Winery





