
Holiday rentals with outdoor seating in Shirley
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Shirley
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Shirley
House rentals with outdoor seating

Bailey House
It was a lovely stay. Great location. House felt like a home and had great vibes.

Family Fun House by the Bay #chateaustclair
We loved our stay at Deborah and David's home. The house was perfect for our family, so clean and well equipped. It is even better than on the photos. And what an amazing backyard for the kids!

Welcome To Piper's Rest
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Stylish Beach Getaway: pool & walking location
Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Maritime Village Getaway with Backyard
Mary’s Greenport home was a wonderful oasis during Spring Break! We loved waking up to rabbits hopping around the backyard in the morning. We enjoyed firing up the grill and sharing a meal outside. This is definitely great place to book if you have kids who love being outdoors (the yard is completely fenced in!) we loved being in close proximity to great shopping, beaches/parks & restaurants. We would love to visit again in the summer. Thanks for everything!

Long Island home w/ large pool
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

Farm house with vineyard views
We had an amazing time here! The home is very charming, in a great location on the North Fork close to our favorite vineyards and restaurants. Paul was kind enough to offer us an early check in so that we may accommodate our guests traveling to visit! We really enjoyed our stay & made great memories.

Comfortable Entire House for rent. 4 bed, 3 baths
Robert was a great host super friendly and a great house. My family enjoyed our stay and would recommend this house and location to anyone. Can’t wait to come back.
Apartment rentals with outdoor seating

Honey Spot Studio | Downtown City Views
Very clean, cozy, and close to good restaurants and the theatre (walkable). Had everything we needed and nice welcoming touches. Great value. Highly recommend mecha noodles! We ate there both nights we stayed!

Near all! - Full Kitchen, Backyard & Fire Pit!
Our stay was perfect at Scott's place, we felt right at home, everything matched the description and photos. The fire pit on the patio is a great option to relax while taking in fresh air. I would definitely recommend Scott's place to anyone. Everything was excellent.

All Private Bright Spacious Close to All
Edward was a gracious host, quick to respond too. I and my parents enjoyed our stay there. The house is beautiful, with an awesome backyard, where we spent slow mornings sipping tea and watching birds enjoy the feeder. I would come back here if I was in the area.

Upscale Newly Constructed Apartment
The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

Squire Chase House
Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

2 Bed/1 Bath Private Apartment in Mamaroneck
Its not uncommon to stay at an Airbnb that looks great in the pictures and falls short of expectations in reality. That was not the case here at all. The place was larger than I expected and was fantastic. It was easy to walk to town and the location was extremely quiet and peaceful.

Walk to Bay and Ocean-Newly Renovated
Lovely, clean, comfortable, well-designed space. Hosts are friendly, responsive, and respectful of guests’ privacy. Would stay again!
Apartment rentals with outdoor seating

Water front, sunsets, sail boats, Wi-fi, birds
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
This was our second stay at Dariel’s place. It is perfect for our family and I always check to see if it is available when we are visiting the area. It is spacious yet cozy, and well-appointed. It is easy to get to, and central to both sides of town.

Seaside Summer Escape: 2BR Waterfront Condo w/Pool
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway

Beautiful Waterview Condo on the North Fork of LI
This was a good last minute find .

*New Studio in the heart of Downtown Norwalk*
Really enjoyed our stay in Norwalk. Be sure to pay attention to the fact that the unit is on the 3rd floor, and there is not an elevator. It was easy to navigate and the stairs just added to our daily exercise routine. Perfect! We did have a parking snag that was of my own doing. So if you have a car be sure to provide the CORRECT license plate info. Nichole helped resolve it very promptly. FYI parking is on the lower level of the parking structure behind the unit.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

1856 Trading House close to water
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.
Quick stats about holiday rentals with outdoor seating in Shirley
Total rentals
50 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Yale University
- Gilgo Beach
- Rye Playland Beach
- Napeague Beach
- Point Lookout Beach District Park
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Quotonset Beach
- Robert Moses State Park
- Rye Town Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Bethpage State Park
- Woodmont Beach
- Clinton Town Beach