
Holiday rentals with outdoor seating in Bridgeport
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Bridgeport
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Bridgeport outdoor seating rentals
Holiday 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.

The Elijah Sterling House
First - the host is beyond amazing- communication, warmth, welcoming. Second, the house is commodious, spotlessly clean, impressively stocked with everything! Fantastic location. And finally, the HOST- the angel host that you need for relaxing when in the area. I honestly can’t say enough good words for all that Rose offered. Sigh … 🤩 pure perfection!!

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.

Downtown Fairfield 3 bedroom Colonial
Greg was an excellent host! He answered all of our questions and was very helpful. The house was clean and a perfect fit for our family. The location was also great and easy to walk to town from! Highly recommend and will come back if we find ourselves in Fairfield again.

Oceanfront Retreat: Modern Beach House
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

The Harbor House: Beachfront Home 1 hour from NYC
Beautiful layout and views: The living room extends to an expansive harbor view as we opened the door. When we turn around the lofty A frame transitions into the bedroom connected by a wooden spiral stair. Interior appliances are good and functional. Plenty of Pillows and blankets to get cozy. The Weber Grill is great to use. We used public transport and Uber and it was pretty easy to get around - 15 mins to nearby scenes and restaurants.

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!
We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!

Luxury Beach House | 3 Bd-King | Chef Kitchen |4 TV
Highly recommend this home! We had 5 adults and is a fantastic spot for a family vacation! Lots to do with access to cedar beach and walking trails as well as a very short ride to a local restaurants! House was spotless and owners were very responsive we had prior and during the trip, checking in to make sure we didn’t have any issues!
Apartment rentals with outdoor seating

"Triplex Historic Beauty" with Seasonal Garden
These hosts take great care in making sure their guests feel welcome and at home. The apartment is cozy and comfortable. It had everything we needed to relax after a couple of busy days. Their communication is top notch. And I cannot finish without mentioning the thoughtful snacks. That was really above and beyond - and very appreciated.

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.

Hudson River Peaceful Getaway, Explore from here
Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Peaceful apartment on 3.5 acres w/ Artist studio.
The place was really nice and the host was great! Don’t get discouraged if the power goes out during your stay cause apparently that’ll happen 2-4 times a year according to the host. Other than that I highly recommend

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!

Sugar Shack Studio | Downtown Skyline Views
This apartment has a great view of downtown Stamford and is really central. We could walk anywhere we wanted. The balcony was cozy to hang out on at the end of the day, and we felt right at home. Our first day we were already talking about coming back!
Condo rentals with outdoor seating

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!

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

*New Studio in the heart of Downtown Norwalk*
I stayed in this airbnb for 2 weeks and thoroughly enjoyed my stay. The location can’t be beat; My guest and I walked to the beach, the movies, the aquarium, Norwalk riverwalk, the train station, and at least 30+ restaurants. The apartment itself was a comfortable size for 1-2 people. It was very clean and the kitchen had everything you’d need for your stay. There was a small balcony, which was nice for some fresh air with your morning coffee. Nicole gave plenty of local recommendations and was very responsive. Would stay again!

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.

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.

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!
Quick stats about holiday rentals with outdoor seating in Bridgeport
Total rentals
60 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Columbia University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- Yankee Stadium
- Gilgo Beach
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Cooper's Beach, Southampton
- Astoria Park
- Robert Moses State Park
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Dunewood
- Thunder Ridge Ski Area
- Bethpage State Park
- Woodmont Beach