
Holiday rentals with outdoor seating in Westport
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Westport
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Westport
House rentals with outdoor seating

Family friendly
Our family really enjoyed our stay at Mark’s Airbnb! The home is newly remodeled with beautiful furnishings and all of the beds were very comfortable. Our daughter was graduating from college so we chose to stay in an Airbnb over a hotel so my in-laws could stay with us as well. It worked out perfect and we especially loved the kitchen.

Home Away From Home
This is the best stay as always!

Beach Home & Garden Paradise
We loved our stay at this beach house. The house was gorgeous, and we especially loved gathering around the huge island in the kitchen. My 5 year old son loved the beach which was just a stones throw away. Would definitely stay again!

Beacon 2BR house w/ backyard, easy walk to main st
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!

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

Serene Country home 24 mi Mohawk ski area
The house is near town but feels remote and private. It was a great place for four adults and two children. The spacious living and kitchen area is on a different floor from the bedrooms, so someone could stay up late without bothering the others. The wrap-around deck was an added plus! We will book this again for our next family reunion.

The Lakeside Nook
This was our first time in Connecticut. We were pleased with our accommodations. The home looks just like pictures and it had everything listed. Lots of space for more guests to stay. Host answers all text messages very quickly. She was very friendly as well. We didn't mind not wearing shoes in the home. We do same at our own home. One thing to note is on Google map it's listed as a diffrent number. But on the home it says the number told to us in information. Also wasn't sure but we couldn't change temperature. But we appreciated when we asked to have it adjusted it was done. All in all a very nice home.

Country outside the city
Natalie's home was just right for one night with my family. We were in Carmel the evening before and staying at Holmes was perfect. The house was very clean, comfortable and spacious for the five of us. Natalie was very responsive to every note I sent her. She was helpful, pleasant and easy to reach. We all appreciated her lovely clean house for a night.
Apartment rentals with outdoor seating

Apartment in Yonkers
Bobby’s place was great for my birthday weekend!! It felt right at home and more ❤️ The only thing I can complain about is that there are barley corner stores lol but that has nothing to do with how great of a host Bobby was, thank you! I hope to come visit again 🙂

Cozy and beautiful garden apartment
Just a 10-15 min walk to station to get into Grand Central. Very convenient. Yet was in a safe space away from the city. Everything we could possibly need was available. I would suggest confidence in walking to and from stations and using trains/subway system is a necessity for this location.

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.

Historic Walkup
My daughter and I stayed through Christmas break. The apartment was just as described and very cozy. Walking distance to grocery store, shops, restaurants and the train station. Cold Spring is my new favorite place and Denise's place made it extra special.

Retreat yourself.
Had a wonderful short stay! The place was clean, comfortable, and perfectly located. The host was friendly and responsive—would definitely return!" Thank you Kirk was great meeting you.

Hudson River Peaceful Getaway, Explore from here
This was the best stocked Airbnb that I have ever stayed at. If you forgot to bring something, not to worry it was here. The view of the Hudson river in that region is unmatched. You will not find any more scenic. Clean, modern open floor plan that lets in plenty of light to allow the full experience of the extraordinary view. It is not far from the historic and notorious Sing Sing correctional facility. I wish I could have stayed longer.

Yellow House one bedroom
This was just what I needed for my first trip to Mohegan Lake! Quiet neighborhood. Cozy bed. Great water pressure. I’ll definitely be booking again if I come back to this cute little town.

Cozy Apartment with Water View of Brook
Our favorite place to stay! It's like staying at a friend's house. Traci is great! Out of 5 stars, she gets 10!!!
Apartment rentals with outdoor seating

1856 Trading House w/ walk to water
absolutely wonderful experience, very comfortable and clean , Jeff was extremely friendly and helpful , would definitely stay here again and recommend to anyone ! 5 star experience!

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.

Cozy West Point Hide Away and Cadet’s Get Away
The basement studio is super clean and well finished with a very comfortable bed. We stayed for a few days while visiting our cadet and the location is great. Nice quiet neighborhood, too.

*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.

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.

Lovely 3-bedroom condo in Englewood
Very responsive host and accommodating. Lovely home and very cozy. We enjoyed our stay. Clean home! Thank you Georgia!

Private European Garden Apartment
Great location, clean, and comfortable. Ann was communicative and helpful. We had a great stay!

chic brownstone retreat
GREAT home. Very comfortable, great host, we will be back!
Quick stats about holiday rentals with outdoor seating in Westport
Total rentals
70 properties
Nightly prices starting at
£45 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Jones Beach
- Barclays Center
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- MetLife Stadium
- Rye Playland Beach
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Point Lookout Beach District Park