Vacation rentals with outdoor seating in Westchester County

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Westchester County

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

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Superhost

Home in Pound Ridge

4.86 out of 5 average rating, 49 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Relax in this calm, stylish country estate. 65" LG OLED surround sound home theater! Gorgeous renovated 1840 farmhouse and barn on 3 acres in Pound Ridge NY. 55" 4k TVs with bluetooth soundbars in each bedroom. Enjoy grilling on the gas range and cooking smores in the firepit on 3 private acres. escape the city but with easy commute to NYC via the Stamford Express train to Grand Central. Full Solar with Battery backup so no power outages. listed Streaming services require your own account.

Guest favourite

Apartment in Stamford

4.96 out of 5 average rating, 195 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Superhost

Home in Ossining

4.85 out of 5 average rating, 144 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Guest favourite

Home in Stamford

4.96 out of 5 average rating, 249 reviews

Midcentury Modern ZenHouse Sculptor Studio

Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

Guest favourite

Apartment in Stamford

4.94 out of 5 average rating, 69 reviews

Lovely 2bedroom rental w/parking & outdoor sitting

Feel right at home in this centrally located, family friendly apartment. Primary bedroom offers a queen size bed and a work station. Secondary bedroom offers a full size bed. Standup shower, living room, outdoor and covered porch sitting areas to enjoy a book, coffee or a glass of wine. Enjoy al fresco dinning? Shared patio allows you to do just that as you grill your favorite steak/veggies. blocks from i95, Greenwich, the Stamford Hospital and essential shopping. Two parking spaces provided.

Superhost

Apartment in Peekskill

4.8 out of 5 average rating, 165 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.

Top guest favourite

Camper/RV in Stamford

5 out of 5 average rating, 14 reviews

"New and spacious Luxury RV home in Vibrant Town.”

Welcome. Step into our beautiful RV where every detail has been designed for your enjoyment. Our RV is fully equipped with everything you need for a relaxing stay, including complimentary water bottles, and fast WiFi. Located just 30 miles from NYC, our RV offers the perfect blend of convenience and relaxation. When you're ready to unwind, retreat to your private oasis complete with electricity and water. Park your vehicle in your designated parking spot and enjoy a hassle-free stay.

Top guest favourite

Cottage in South Salem

5 out of 5 average rating, 104 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Guest favourite

Home in Putnam Valley

4.97 out of 5 average rating, 61 reviews

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Superhost

Home in Stamford

4.84 out of 5 average rating, 155 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favourite

Cottage in Putnam Valley

4.96 out of 5 average rating, 160 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

Guest favourite

Home in Carmel Hamlet

4.93 out of 5 average rating, 73 reviews

Country getaway with pool and hot tub on 9 acres

Escape the city, located just over an hour from Manhattan & 7min from Metro North, to work or play. Open floor plan is great for entertaining and relaxing. Enjoy the large wood burning fireplace, 7 person hot tub, lots of windows, work spaces with monitor, private HVAC in each bedroom, and tons of private outdoor space, full amenities and everything you need included. Pool is open for the season. Hot tub is OPEN year round.