Holiday rentals with outdoor seating in Westport

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Popular amenities for outdoor seating rentals in Westport

House rentals with outdoor seating

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Guest favourite
Home in Fairfield
4.97 out of 5 average rating, 68 reviews

Modern Beach Bungalow

AmyRating, 5 stars1 month ago
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.
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Easton
5 out of 5 average rating, 29 reviews

Historic Designer City Getaway

FayRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Brookfield
4.98 out of 5 average rating, 148 reviews

Stay at Old Dorset Farm & create lifelong memories

KarenRating, 5 stars3 weeks ago
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.
Superhost
Home in Norwalk
4.8 out of 5 average rating, 5 reviews

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br

TomRating, 5 stars4 days ago
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!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
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.
Superhost
Home in Fairfield
4.81 out of 5 average rating, 126 reviews

Southport Shoreline Charm: Elegant Coastal Escape

KaraRating, 5 stars1 month ago
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

Guest favourite
Flat in Milford
4.95 out of 5 average rating, 109 reviews

Downtown, Private balcony, 1gb fiber Wi-Fi

AbbeyRating, 5 stars4 weeks ago
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!
Top guest favourite
Flat in Milford
4.95 out of 5 average rating, 161 reviews

The Boathouse, private downtown Harborside suite

ZoeRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ 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!
Guest favourite
Flat in Port Jefferson Station
4.96 out of 5 average rating, 186 reviews

All Private Bright Spacious Close to All

MichaelRating, 5 stars3 weeks ago
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.
Guest favourite
Flat in New Haven
4.92 out of 5 average rating, 181 reviews

Tranquil Apartment with Waterview, Walk to Beach!

CindyRating, 5 stars1 week ago
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.
Guest favourite
Flat in Port Jefferson Station
4.9 out of 5 average rating, 116 reviews

The Elite Enclave

SarmadRating, 5 stars1 week ago
Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience
Guest favourite
Flat in Redding
4.94 out of 5 average rating, 485 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

JerelRating, 5 stars1 week ago
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 .
Superhost
Flat in Rocky Point
4.84 out of 5 average rating, 114 reviews

Cozy and Quiet space to Relax

JohnRating, 5 stars2 weeks ago
Great venue. Hope to be back next year!
Guest favourite
Flat in Westville
4.93 out of 5 average rating, 233 reviews

Perfect for Yale and New Haven Visits

JessicaRating, 5 stars1 week ago
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

Guest favourite
Apartment in Port Chester
4.92 out of 5 average rating, 73 reviews

Perfect Capitol Theater Spot

LyndseRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Wooster Square
4.93 out of 5 average rating, 29 reviews

Cozy one bedroom apartment in Wooster street

Ana LuizaRating, 5 stars14 months ago
Maricela was very responsive and flexible throughout our stay and booking arrangements. Thank you!!
Superhost
Apartment in Mount Sinai
4.8 out of 5 average rating, 75 reviews

1856 Trading House w/ walk to water

JenniferRating, 5 stars3 weeks ago
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!
Apartment in Norwalk

Norwalk Loft with Private Patio

KatieRating, 5 stars2 days ago
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!
Apartment in Wallingford
5 out of 5 average rating, 3 reviews

Cozy and charming retreat in quiet area of Wlfd.

JoeRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Highland Falls
4.96 out of 5 average rating, 107 reviews

Cozy West Point Hide Away and Cadet’s Get Away

GinaRating, 5 stars1 week ago
Great Airbnb! Great Host! Perfect for visiting West Point
Guest favourite
Apartment in Mount Sinai
5 out of 5 average rating, 34 reviews

1856 Trading House close to water

JohnRating, 5 stars5 months ago
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.
Apartment in Englewood
4.41 out of 5 average rating, 46 reviews

Lovely 3-bedroom condo in Englewood

Chimezie UdozorhRating, 5 stars3 weeks ago
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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