Beachfront vacation rentals in Southold

Find and book unique beachfront homes on Airbnb

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Popular amenities for Southold beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Cottage in North Fork
5 out of 5 average rating, 17 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

BurcuRating, 5 stars5 days ago
We very much enjoyed staying in Meredith’s place. The cottage is surrounded by trees so it feels secluded and peaceful. The cottage is elegantly decorated; there were so many nice books around which we enjoyed checking out. Meredith was so nice and responsive. We will definitely go back.
Guest favorite
Vacation home in North Fork
4.89 out of 5 average rating, 37 reviews

Walk to town, Marina Views, Greenport Village

LisaRating, 5 stars1 week ago
This home is just as advertised. The home had lots of extra amenities and the kitchen is very well stocked. The home is beautiful inside and has plenty of space for 4 people. The home has been remodel and they did an excellent job of incorporating the old with new modern conveniences. We would recommend this home to anyone and would love to stay there again if we are ever back to Greenport.
Guest favorite
Apartment in Branford
4.97 out of 5 average rating, 108 reviews

Ridgeview Suite at Stony Creek Depot

AndrewRating, 5 stars2 weeks ago
It was wonderful place to stay in Branford!
Guest favorite
Bungalow in Clinton
4.94 out of 5 average rating, 17 reviews

Clinton Beach Bungalow #4 Waterside Landing

JaimieRating, 5 stars9 months ago
We absolutely loved this little bungalow and can’t wait to come back! It is so close to the beach and there are a couple restaurants and bars within walking distance. A ton of other restaurants and bars less than a 10 minute drive away. And Trish is one of the nicest people I’ve ever met! We chose this Airbnb specifically because it was dog friendly and really wanted to give our oldest girl (13) at least one more beach vacation. Trish was super accommodating with the dogs and the beach was calm and perfect for them.
Guest favorite
Home in Westhampton Beach
4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

ErinRating, 5 stars1 month ago
Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.
Guest favorite
Home in Shirley
4.95 out of 5 average rating, 129 reviews

Beach Waterview, 3 KING Beds, Golf Putting Green

BrianRating, 5 stars1 day ago
it was a great place to stay and i had a great experience
Top guest favorite
Home in New Haven
4.95 out of 5 average rating, 115 reviews

Beach Haven - waterfront, near Yale, sunsets

ShanikRating, 5 stars1 week ago
I had the most amazing stay at this Airbnb beach house. The views were absolutely immaculate, turning every moment into a picture perfect scene. The property was not only impeccably clean but also radiated a sense of peacefulness that immediately helped me disconnect from the hustle of daily life. Every detail was thoughtfully curated from the comfortable bedding that guaranteed a night of uninterrupted sleep to the high quality toiletries that added a touch of luxury to my routine. The well-equipped kitchen made it easy to prepare meals whenever I wished, and the fast WiFi ensured that I could seamlessly blend work and leisure as needed. A true highlight was the friendly welcome with a customized snack basket that set a warm, personal tone right from the start. Additional amenities, such as a cozy fireplace perfect for evening gatherings, stylish decor that elevated the overall ambiance, and easy access to local attractions, truly made my stay unforgettable. I will be returning.
Superhost
Home in Hampton Bays
4.83 out of 5 average rating, 72 reviews

Hamptons Oceanfront Oasis

JonathanRating, 5 stars3 days ago
cozy , quiet, and far enough from nyc youll feel youre in the countryside. fall asleep to the sound of the ocean. enjoy the morning sunrise with a cup of tea. will be back for sure. accommodates 2

Beachfront home rentals with a pool

Superhost
Home in Hampton Bays
4.86 out of 5 average rating, 36 reviews

Close to Beach | With Pool | Hampton Bays

HunterRating, 5 stars2 weeks ago
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again
Superhost
Apartment in Amagansett
5 out of 5 average rating, 3 reviews

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

AlexisRating, 5 stars11 months ago
Fantastic location! We were literally a two minute walk from the beach. The studio apartment was as advertised and we would stay there again. We highly recommend!
Guest favorite
Home in North Fork
4.9 out of 5 average rating, 42 reviews

Gorgeous home with saltwater pool. Steps to beach!

BrennanRating, 5 stars3 days ago
Second year renting this house and it once again was incredible. The house, yard, pool and deck were perfect for our young family and dog. Spencer was incredibly communicative throughout the process and we enjoyed many of his listed recommendations! Southold is an amazing area and Seasound is the perfect oasis to stay while enjoying the Northfork!
Guest favorite
Home in Hampton Bays
4.97 out of 5 average rating, 60 reviews

4 BR Hamptons Oasis w/ Pool,Jacuzzi & Beach Access

MatthewRating, 5 stars1 month ago
Gorgeous house and property that is even better than the photos. Like other reviews have mentioned, the highway noise in the backyard is definitely present, but easy enough to ignore. Really enjoyed our stay and communication was great!
Superhost
Home in Woodmont
4.84 out of 5 average rating, 92 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars1 week ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Top guest favorite
Guest suite in Remsenburg-Speonk
5 out of 5 average rating, 27 reviews

Hamptons Waterfront Romantic King Suite

BarbaraRating, 5 stars8 months ago
Dan is the most responsive host we've ever had. Usually we got a reply within minutes or even seconds. He happily got the hot tub heated up for us when we needed it and replenished our towels within an hour of our request. That hospitality made our stay so much better. The home is beautiful! It's right on the water, and features lots of luxurious tile, a huge patio, a little dock and lots of windows and open space from which to see it all. We especially loved the hot tub. I wouldn't hesitate to stay again if I'm ever on Long Island again.
Guest favorite
Apartment in Montauk
4.91 out of 5 average rating, 11 reviews

Oceanfront Corner Studio Bungalow on the beach

EdRating, 5 stars1 month ago
Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.
Top guest favorite
Home in Bellport
5 out of 5 average rating, 17 reviews

Private oasis with pool steps away from the bay

JustinRating, 5 stars2 weeks ago
Great and responsive host. Home was lovely and we felt welcome. Host responded quickly to questions and requests. The home was very peaceful and relaxing. We really enjoyed the outdoor patio and pool area. I would recommend for a peaceful time away from the city.

Private beachfront home rentals

Top guest favorite
Apartment in Branford
4.96 out of 5 average rating, 23 reviews

Stony Crk Studio ideal for trvl nurses…

KarenRating, 5 stars6 days ago
Phillip and Jennifer were extremely kind and gracious hosts. The setting is beautiful, with easy walks to the shoreline, shops, restaurants, etc. The accommodations were exactly as advertised, and perfect for an individual with work responsibilities who also wants a beautiful, peaceful location. I plan to be back!
Guest favorite
Cottage in Westbrook
4.9 out of 5 average rating, 88 reviews

A Beach House Gem

KarenRating, 5 stars5 days ago
Our second stay, a real gem! Called Rosemary from there with an inquiry and she got back to us immediately. Beautiful views and peaceful. Comfortable bed and a great shower. Thanks once again!
Guest favorite
Home in Branford
4.97 out of 5 average rating, 36 reviews

Adorable Beach House on LI Sound

LisaRating, 5 stars5 days ago
There’s so much to love about this charming open plan beach cottage! We especially enjoyed the water views, hearing the birds, and eating on the breezy porch. It was sparkling clean and stocked with everything you’d need, from comfortable beds and towels to many thoughtful essentials like hand and dish soaps, tea and coffee pods, paper towels/toilet paper, and shampoo/conditioner. Eileen is a gracious and responsive host — she was particularly understanding when we had to reschedule our visit. Thank you for a wonderful stay, Eileen, and we hope to return!
Guest favorite
Home in Westbrook
4.96 out of 5 average rating, 26 reviews

Barnacle Bay Beach House

AshlynRating, 5 stars1 week ago
My husband, dog, and I LOVED our stay here- so much that Danielle accommodated for us to stay an additional day! It was the perfect location. Private enough where we felt secluded, but yet right off of a main road with so many great restaurants to walk to! The beach was about a 5 minute walk, and left us with the perfect spot and feeling like we had the beach completely to ourselves the days we were there. We are already talking about going back, and can’t wait to plan our next trip. Thanks so much!
Superhost
Cottage in Shelter Island
4.79 out of 5 average rating, 58 reviews

Large Waterfront Cottage on Historic Estate

LucileRating, 5 stars2 weeks ago
We had a lovely time in Margaret’s cottage. It had everything we needed and we felt surrounded by nature. Our kids loved watching the squirrels, wild turkeys and other birds that were constantly going back and forth in front of our windows.
Superhost
Apartment in East Hampton
5 out of 5 average rating, 4 reviews

The Hideaway | Clearwater Beach

JimRating, 5 stars3 days ago
Very clean, new, well appointed studio. We’d definitely stay again.
Superhost
Home in East Haven
4.92 out of 5 average rating, 49 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

CynthiaRating, 5 stars1 week ago
We were celebrating our 40th Anniversary so we wanted to treat ourselves to a stay at a beach house and this choice did not disappoint. Our stay was amazing; all the stress melted away the second we walked in this home. The view was spectacular and I really wished I could have taken the view from the huge kitchen window home with me. Owners were very quick to respond to any of our questions. Water was very refreshing, not freezing cold like back home in MA. Bistro Mediterranean & Tapas Bar in East Haven was a hidden jewel. We went there several times because there were so many yummy choices (and the prices were very reasonable). There is a small airport nearby so it was really cool watching the planes glide over the house. It was very hard to leave our home away from home and we will definitely be renting again in the near future.
Guest favorite
Home in East Haven
4.95 out of 5 average rating, 41 reviews

Direct Beachfront Modern Cottage on Private Beach

MacKenzieRating, 5 stars1 month ago
We had a great stay at the Airbnb. One thing I haven’t seen mentioned in the reviews or descriptions is that this beach had tons of sea glass! In our short stay we found over 100 pieces and my 4 year old was absolutely delighted scouring the beach for it. There are also tide pools less than a five minute walk from the house. These two things made the stay quite magical for my kids. Otherwise the location is great and the house was very clean. I appreciated the bed on the first level having a trundle as well as a door at the top of the stairs for safety. The house is minimally decorated which is honestly a plus when you don’t have to worry about your kid breaking nicknacks on coffee tables. A few nice throw blankets and nicer glassware would have added to the stay though. Overall we were very happy with this property.

Quick stats about beachfront rentals in Southold

  • Total rentals

    30 properties

  • Nightly prices starting at

    R1,952 ZAR before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  4. Suffolk County
  5. Southold
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