Holiday rentals with outdoor seating in Rockland County

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Rockland County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Cottage

5 out of 5 average rating, 111 reviews

Cottage at Peekskill Hollow

Romantic Hudson Valley cottage just 1 hour outside NYC in northern Westchester! Beautiful, wooded location along the Peekskill Hollow Creek - just off the beaten path. You’ll be surrounded by nature and still be a hop, skip and jump away from restaurants, shopping, hiking/bike trails, West Point, the Hollow Brook Golf Club and historic sites (Revolutionary War, Rockefeller, Roosevelt, Underground Railroad). Quick access (by car or train) to/from NYC and greater Hudson Valley. High speed WiFi.

Guest favourite

Home

4.95 out of 5 average rating, 22 reviews

Rustic Blues Cottage Retreat

Kick back and relax in this calm, stylish space with an escape to the picturesque Hudson Valley for a Retreat like no other! Immerse yourself in the vibrant colors of the season, surrounded by the region's most breathtaking foliage. Our curated getaway combines adventure, relaxation, and festive fun. *PULL OUT COUCH in living room* Nearby: Woodbury Commons Premium Outlets Flagship Cinemas Legoland Renaissance Faire Pure Terror Scream Park Warwick Wineries Pumpkin Picking Apple Picking Hiking

Guest favourite

Home

4.96 out of 5 average rating, 111 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Guest favourite

Campervan/Motorhome

5 out of 5 average rating, 38 reviews

'54 Stream

40 min. north of Manhattan on the edge of Harriman State Park this unique, fully restored, 1954 Airstream Cruiser is equipped with all the functionality of the modern world. Perched beside a stream and under a purposely built pavilion the Airstream dream comes alive with its own private patio, fire pit, and barn. Our inground heated pool is available for guests to enjoy from Memorial Day through Labor Day weekend. Here you can relax and swim after a hike in the woods. Towels provided for pool.

Guest favourite

Cabin

4.96 out of 5 average rating, 84 reviews

Modern Lakehouse on Osseo [35 miles from NYC]

Relax in Modern retreat LAKE HOME - in a secluded forest w/ a private deck on a very swim able non motor boat lake one hour from GW bridge. The design was inspired by an adult /family style tree house luxe camp retreat with an entire wall motorized screen with folding doors to feel the wonders of nature year round. By design we do not offer ac .That said you will be delighted to see you don't wish for it either . The lake breeze and ceiling fans offer an enjoyable natural comfortable feel.

Superhost

Flat

4.8 out of 5 average rating, 160 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Superhost

Home

4.85 out of 5 average rating, 135 reviews

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

Guest favourite

Cottage

4.99 out of 5 average rating, 151 reviews

Cozy Lake Cabin

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

Guest favourite

Home

4.88 out of 5 average rating, 139 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

Guest favourite

Home

4.96 out of 5 average rating, 27 reviews

Cabin Home (37 min from NYC)

Cabin home with 3 available bedrooms, 1 kitchen and pantry, 2 living rooms. 5 minute drive to quintessential Nyack town with restaurants, shops and water view/ access to Cuomo bridge - 37 minute drive to NYC. Prime location just a few steps away from Schuyler Town Park, Blauvelt State Park, Buttermilk Falls and access to other amazing hiking trails. Private access to hiking trail directly behind the house. Inside is warm and entertaining.(NO PARTIES)

Superhost

Flat

4.87 out of 5 average rating, 137 reviews

The Historic Hudson Vista with prime river views

One bedroom apartment with spectacular views of the Hudson River in a historic house in the heart of Nyack. Two blocks away from shops, restaurants, and public transit service. Convenient to Woodbury Commons, Sleepy Hollow, and Hudson River historic houses. Spotlessly clean unit boasts a kitchen stocked with essentials. Quiet neighborhood. Abundant hiking nearby. Walk to parks. Perfect for a weekend getaway from the city!

Superhost

Flat

4.83 out of 5 average rating, 124 reviews

Nyack Retreat

This stylish apartment is tucked away but right in the center of the popular town of Nyack. Very comfortable and spacious, perfect for an amazing get away. Please note: This is a quiet multi-family home that houses four apartments. We do not allow any parties or gatherings. Please do not book this place if you plan to host an event. Only persons booked are allowed without permission. Thank you respectfully.