Holiday rentals with outdoor seating in Westchester County

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Westchester County

House rentals with outdoor seating

Superhost
Home in Chappaqua
4.87 out of 5 average rating, 78 reviews

Chic and Cozy 2BD 1920's Cottage Retreat

VanessaRating, 5 stars4 weeks ago
Elizabeth’s place was great and we thoroughly enjoyed our stay! It had everything we needed to be comfy with our toddler and dog, and the neighborhood had all we needed as well (close to the train station, great coffee at Bobo’s and Lange’s deli for breakfast and lunch). Elizabeth made sure we got in okay and was very responsive. Thanks!
Superhost
Home in Hastings-on-Hudson
4.78 out of 5 average rating, 63 reviews

Rivertown Retreat 25 mins to NYC

BethRating, 5 stars2 weeks ago
This place is very spacious and well located for a short walk to stroll along the Hudson River, shops & restaurants. Having a driveway to use for parking is a huge draw. Kitchen is well stocked to prepare whatever you'd like to prepare. We would definitely stay here again when in the area. Host was very responsive if we had any questions.
Guest favourite
Home in Bedford
4.93 out of 5 average rating, 84 reviews

Bedford Paradise Getaway | Hot Tub | Town Center

LaurenRating, 5 stars2 weeks ago
Cozy home, well located to pop into Bedford Village for morning coffee and a casual dinner. Perfect launchpad to spend a weekend exploring. Styled by an interior designer.
Guest favourite
Home in Greenwich
4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Rich Rating, 5 stars1 week ago
A truly Great stay in Greenwich with David, we really enjoyed our stay in the house, such an awesome place and quiet location (next to a beautiful river!) too, which we loved. The pool was a massive bonus for sure! Comms with David were great, he was very quick to respond at all times on any queries we had, much appreciated indeed. Many thanks again, Rich
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 164 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 stars4 days ago
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Superhost
Home in Stamford
4.84 out of 5 average rating, 161 reviews

Gem by the water+ firepit and all fenced backyard

AlainaRating, 5 stars2 days ago
We had a great stay at Maritza's place in Stamford. It was the perfect distance to the wedding venue that we were visiting for. The place was the perfect size for our group and it was very clean. It was a very hot weekend and there was air conditioning in every room, which was nice. Maritza was responsive if we needed help with something and during the initial booking process. I would recommend this place to anyone traveling to the area!
Guest favourite
Home in Nyack
4.95 out of 5 average rating, 186 reviews

Chic Vintage Cottage in Artsy Village of Nyack

JulieRating, 5 stars2 weeks ago
Lovely home great location. I highly recommend this home
Top guest favourite
Home in Bedford
5 out of 5 average rating, 39 reviews

Comfortable Mid-Century on Quiet Country Road

BessRating, 5 stars2 weeks ago
Adam provided a beautiful home with everything you could ask for to have a lovely stay. The beds were very comfortable, it was spacious and clean. He was responsive and gave clear instructions for check in/out and using the various amenities. I would definitely recommend him as a host!

Apartment rentals with outdoor seating

Top guest favourite
Flat in Tarrytown
4.98 out of 5 average rating, 64 reviews

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

ElleRating, 5 stars2 days ago
This was such a fantastic place to stay as a family. Drew is very kind and welcoming. The place is decorated so beautifully and is comfortable, clean, and relaxing! thank you very much!
Superhost
Flat in Stamford
4.86 out of 5 average rating, 192 reviews

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

RachelleRating, 5 stars1 month ago
Martin was a fantastic host and communicator. His place was perfect and we had a wonderful time. Would stay here again!
Guest favourite
Flat in Stamford
4.98 out of 5 average rating, 99 reviews

Luxurious 1BR Downtown Stamford

SarahRating, 5 stars4 weeks ago
The overall cost was a bit pricey, but the responsiveness of Lavish & Live and being downtown and included parking made the price more reasonable. I would book again.
Superhost
Flat in Stamford
4.8 out of 5 average rating, 113 reviews

Harborview/pool/freeparking/downtown

VontresseRating, 5 stars2 weeks ago
Ana was a great host, firstly the apartment smelled AMAZING and it was nice and cool, she had toiletries laid out and the bed was comfortable. The ambiance of the apartment was very welcoming and homey. Will definitely be back, thank you for the hosting.
Guest favourite
Flat in Mohegan Lake
4.81 out of 5 average rating, 176 reviews

Yellow House one bedroom

AliciaRating, 5 stars1 month ago
Great cozy spot to visit family, with easy access to restaurants, shopping, and the highway. The apartment has a private entrance from the main house and has everything one would need for a stay.
Guest favourite
Flat in Greenwich
5 out of 5 average rating, 13 reviews

Greenwich Garden Apartment

ElizabethRating, 5 stars1 day ago
We were a party of three in town visiting friends that live five minutes away. Immediately upon walking in, you can feel how clean and well maintained the space is. What a great townhouse with private parking and so much space inside the home. Even though we were only there one night, the home was equipped with everything you would need if you wanted to cook a full meal. Thank you for your hospitality!
Guest favourite
Flat in Mamaroneck
4.93 out of 5 average rating, 221 reviews

2 Bed/1 Bath Private Apartment in Mamaroneck

MarkRating, 5 stars3 weeks ago
The apartment was very clean, in a great location near lots of shops and restaurants and well equipped. It’s also walking distance to the Emelin Theatre which hosts a wide variety of shows. Elizabeth was quick to respond to a few questions.
Guest favourite
Flat in Stamford
4.98 out of 5 average rating, 51 reviews

Stamford Grand Apartment

KarlaRating, 5 stars1 month ago
We had a wonderful weekend in Stamford. The apartment was very nice. The location was convenient. We took the train into NYC for a Broadway show. It was very easy. We would definitely do this again.

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