
Holiday rentals with outdoor seating in Westport
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Top-rated rentals with outdoor seating in Westport
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Popular amenities for outdoor seating rentals in Westport
House rentals with outdoor seating

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

Modern Beach Bungalow
Megan was wonderful flexible and saved us from a yucky hotel stay! He place is immaculate and comfortable and a quick walk to a peaceful little beach.

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Historic Designer City Getaway
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.

Stay at Old Dorset Farm & create lifelong memories
We had a wonderful stay. The home is beautiful, and the hosts were very thoughtful. The crib we requested for our 1-year-old was already set up when we arrived, complete with a soft blanket and pillow. There was plenty of firewood for cozy fires in both indoor fireplaces, and our kids loved making s’mores outside. Ninka was warm, responsive, and helpful throughout our stay.

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea's house was perfect for our family! The house is recently updated and very spacious. It's a great place if you want to be a 5min drive to everything in Norwalk!

Midcentury Modern ZenHouse Sculptor Studio
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.

Southport Shoreline Charm: Elegant Coastal Escape
Perfect for SHU graduation. 10 mins from Amphitheatre and close enough to the college. Drew was very responsive answered my inquiries within minutes. House was spacious, comfortable and had everything we needed for a long weekend. As others have noted it is very close to the highway. The first night we notice the noise when going to bed but soon it was white noise and the remaining nights we did not even notice it. Best part of the long weekend was our dog got to join us.
Apartment rentals with outdoor seating

Downtown, Private balcony, 1gb fiber Wi-Fi
This was the perfect place for our stay in Milford! Each room/space was spotless, the furniture was super comfortable, and everything was stocked well. They clearly want their guests to feel at home. We appreciated how flexible and understanding the hosts were for check in and check out. Plus there were so many incredible walkable restaurants/bars nearby- and the hosts gave lots of great recs! We’ll definitely book again here next time we’re in the area!

The Boathouse, private downtown Harborside suite
⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!

All Private Bright Spacious Close to All
I really enjoyed myself on this brief stay and would gladly stay again the next time I’m on Long Island. Everything was positive, from my communication with Edward, to their flexibility when I overslept, to the comfort of the bed. Highly recommended if you’re on Long Island and don’t feel like staying at a hotel.

Tranquil Apartment with Waterview, Walk to Beach!
I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.

The Elite Enclave
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience

Huckleberry Quarters, the Cozy Redding Retreat.
This was a great place to stay especially if you love the outdoors . Really loved the set up and all the amenities . Highly recommend for a weekend away. You won’t be disappointed .

Cozy and Quiet space to Relax
Great venue. Hope to be back next year!

Perfect for Yale and New Haven Visits
Dan is a wonderful host who is incredibly responsive and helpful in providing information about ways to enjoy New Haven. The property was just as described; so many charming New England touches were added or part of the home to make it feel distinct to the area. We were so grateful they were able to accommodate us and our baby!
Apartment rentals with outdoor seating

Perfect Capitol Theater Spot
Such a great space and place for a colleague and me on a short one night trip. With a cool fish tank too! Great amenities and very clean. Shy of arrival a garage spot opened and Dave was very helpful in providing that option for a small fee. Easier knowing you have a safe, covered and gated parking spot too! Although the area seemed really safe anyways. Great hospitality.

Cozy one bedroom apartment in Wooster street
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!

1856 Trading House w/ walk to water
Met all of our needs to be close to family in the area for an event. It's very spacious and the beds are comfortable. The spiral staircase was steep and narrow, but we made it work. Thanks for a great overall stay!

Norwalk Loft with Private Patio
Our stay at Callas loft was amazing! Easy to find and check in. Space was clean and just as pretty as the pictures. Bummed it was rainy when we stayed otherwise we would've spent more time on the deck/patio. If we had forgotten anything (hair ties, shampoo, etc.) we would've been covered! Most of all I really loved the personal touch of the note that greeted us when we arrived of treats for myself and my mom and a toy for our pup that we brought with us. Calla was communicative leading up to our stay and during if we needed anything. I would definitely recommend staying here!

Cozy and charming retreat in quiet area of Wlfd.
Cristina's home was great for our stay! She was extremely helpful even before we checked in, providing clear instructions on where to park and the location of the entrance. She even left out some toys for our son to play with during our time there. It's small space, but what we needed and exactly as described in the listing. We would absolutely stay here again, when we come back to the area!

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

1856 Trading House close to water
Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

Lovely 3-bedroom condo in Englewood
We enjoyed our stay. Perfect for our children and the place was cozy and matched the pictures listed. Beware of parking we did get our car towed from inadvertently blocking a nearby driveway. Also there is a day care below but it was closed on the weekend so no noise concerns or anything. Would certainly stay here again if we were in the area. Georgia was very responsive and answered all our questions.
Quick stats about holiday rentals with outdoor seating in Westport
Total rentals
70 properties
Nightly prices starting at
$77 SGD 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
- Barclays Center
- Jones Beach
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- Yale University
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- Citi Field
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- United Nations Headquarters
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- USTA Billie Jean King National Tennis Center
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- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art