Holiday rentals with a patio in Southold

Find and book unique rentals with patio on Airbnb

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Popular amenities for rentals with patio in Southold

Flat rentals with a patio

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!
Superhost
Flat in Wooster Square
4.88 out of 5 average rating, 106 reviews

Wooster SQ | Downtown Yale |Skyline Deck | Laundry

EdwardRating, 5 stars3 days ago
Ronnie & Brian’s place is awesome! Tons of space and very well maintained. Great location. They are very responsive and we will definitely be back!
Guest favourite
Flat in Shirley
4.94 out of 5 average rating, 107 reviews

Boho Beach Vibez Retreat! Private entrance

Jennifer,MRating, 5 stars2 weeks ago
this was my 4th time staying at this air b and b and as usual I dodnt want to leave!!. Sarah and Phil where amazing. I love going to this air b and b becouse its so peaceful and calm and its like be at home. I will be back again. if you looking for an awsome place to stay look no futher!!! this is thr place to go!! this family is wonderfully and beautiful people. I will be booking again. thank you again for being such an amazing host.. its like staying with family...thank you 😀😀😀..
Guest favourite
Flat in East Shore
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.
Top guest favourite
Flat in Clinton
4.99 out of 5 average rating, 69 reviews

Cozy Shoreline Getaway

HowardRating, 5 stars1 month ago
Second time staying at this Airbnb. Excellent hosts, conveniently located, and cottage had all the amenities.
Top guest favourite
Flat in Branford
5 out of 5 average rating, 30 reviews

Stedley Creek

LorettaRating, 5 stars1 month ago
Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)
Guest favourite
Flat in Bayport
4.92 out of 5 average rating, 130 reviews

Private Studio in Lovely South Bayport

LeahRating, 5 stars3 days ago
The space was exactly as described in the listing. Comfortable and clean, but not luxurious. Has everything you need for a short stay. I especially appreciated the free on-site parking spot. I would stay here again.
Top guest favourite
Flat in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars1 week ago
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

House rentals with a patio

Top guest favourite
Home in North Fork
5 out of 5 average rating, 23 reviews

Elegant Greenport Victorian -Winter Harbor House

BrianRating, 5 stars8 months ago
Erica and Janson's place was perfect for our group of eight to attend a wedding in the Hamptons. You cannot get closer to the North Ferry to Shelter Island and there are many restaurant and shopping options within walking distance... the pizza place next door is open late, PORT restaurant (across the street!) is great for waterfront drinks and dinner. While we didn't use it, the LIRR station from Manhattan is also 500 feet from the front door. Ample parking was appreciated and the place was spotless. Thank you Erica and Janson!
Top guest favourite
Home in North Fork
4.99 out of 5 average rating, 95 reviews

Beach House in L.I. Wine Country

JasonRating, 5 stars3 days ago
Beautiful house, perfect for a getaway to the north fork. Very close to a beach. Very clean and comfortable. Elizabeth is a great host. Highly recommend.
Guest favourite
Home in North Fork
4.95 out of 5 average rating, 42 reviews

Greenport Getaway - North Fork Rental

PattiRating, 5 stars1 month ago
This beautiful home did not disappoint! There was lots of space for our group of 7 ladies to eat meals together, sit outside for coffee, play games and sleep in the comfortable beds. Lots of amenities including utensils, cookware, plates, glasses, towels, etc. We walked to beach and it was a quick drive to town. We are already planning our next year’s visit! Thanks for being super responsive Adam!
Guest favourite
Home in North Fork
5 out of 5 average rating, 18 reviews

Newly renovated farmhouse - steps to Village

Sarah JaneRating, 5 stars1 month ago
Cannot say enough great things about this house. I’ve stayed in many AirBnBs and other home rentals over the years and this was one of my absolute favorites. The house is beautifully updated and was extremely clean. The kitchen and bathrooms are gorgeous and have everything you need. Beds were so comfortable and the room darkening shades are a rare find in a vacation rental. Close to Greenport town and lots of wineries. Backyard was beautifully landscaped and was amazing for our dogs to run around. We will definitely stay here again!
Top guest favourite
Home in North Fork
5 out of 5 average rating, 19 reviews

Modern Farmhouse Oasis in GP Village

CathyRating, 5 stars2 weeks ago
Luigi was an excellent host, super responsive and a pleasure to interact with. The house is beautiful, super clean and well appointed. The beds were very comfortable and created the perfect sleep environment. Close walking distance to all the Greenport activities. I would absolutely stay here again and highly recommend staying here.
Guest favourite
Home in North Fork
4.89 out of 5 average rating, 9 reviews

Quaint Chalet w/Salt-heated Pool

VaughnRating, 5 stars8 months ago
Wonderful weekend stay. Charming.
Guest favourite
Home in The Hamptons
4.96 out of 5 average rating, 106 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

JessicaRating, 5 stars3 weeks ago
Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!
Superhost
Home in North Fork
4.73 out of 5 average rating, 22 reviews

Greenport Beauty 3bdr 2 bath

BrianRating, 5 stars4 months ago
House was perfect for our quick And easy family get away. Would certainly Stay again and recommend

Apartment rentals with a patio

Apartment in The Hamptons

One Bedroom Apartment Nestled in the Dunes

AlecRating, 5 stars35 months ago
if you are looking for private, quiet, tranquil, beautiful, relaxing stay. This is the place. Private beach with comfy chairs, umbrellas, amazing pool and views, felt like a nature preserve. Walk to town. Apartment was great. I'll be back
Apartment in The Hamptons

Bright and Airy One Bedroom Apartment in the Dunes

TimRating, 5 stars21 months ago
A fantastic place to stay in the Hamptons, a special gem of a place located in the Dunes of Amagansett, will be back every year!
Superhost
Apartment in Old Saybrook
4.89 out of 5 average rating, 74 reviews

Seashore getaway - CT shoreline

RussellRating, 5 stars2 weeks ago
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.
Superhost
Apartment in The Hamptons
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
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+
Apartment in The Hamptons

Sun Drenched Loft-City Living in the Country

SusanRating, 5 stars21 months ago
This place is great in old-school AirBnB style. Feels like Nadine’s second home being shared with us. Quality finishes throughout, very well stocked in terms of glasses, plates, towels, etc. We came for a wedding but were able to have our own nuclear family reunion with three young-adult children coming in from around the country. The space handled us all with ease. The great room is spacious with a big table and even bigger sectional sofa. Just a great place to gather and hang out (which we did a little more than expected because of tropical storm Ophelia). We enjoyed the coffee and sandwiches across the street and brought in sushi and wine for one dinner, less than 5 minutes drive away. One quick note: 2 BRs not 3
Guest favourite
Apartment in The Hamptons
4.9 out of 5 average rating, 81 reviews

Cute cottage apartment upstairs in Sag

DarinaRating, 5 stars3 weeks ago
We had a great time at Adam’s place! The apartment was cozy, clean, and comfortable — perfect for a relaxing getaway. It’s just a quick 5-minute drive to Sag Harbor, which made it super convenient.
Apartment in Westbrook

Watersedge resort time share Westbrook ct

AbbieRating, 5 stars49 months ago
Andrew’s place was awesome. Just steps to a beautiful pool and the ocean! Couldn’t have asked for a better place.
Private room in The Hamptons

One Bedroom with Loft, Balcony with Ocean Views

JonRating, 5 stars10 months ago
A great property and an excellent unit. Ocean Dunes is a jewel in the Hamptons! We look forward to our return!

Quick stats about holiday rentals with a patio in Southold

  • Total rentals

    180 properties

  • Nightly prices starting at

    ₹7,789 before taxes and fees

  • Total number of reviews

    4K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    70 properties have a pool

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