
Beachfront vacation rentals in Southold
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Top-rated beachfront rentals in Southold
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Popular amenities for Southold beachfront rentals
Pet-friendly beachfront home rentals

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

Walk to town, Marina Views, Greenport Village
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.

Ridgeview Suite at Stony Creek Depot
It was wonderful place to stay in Branford!

Clinton Beach Bungalow #4 Waterside Landing
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.

Magnificent Bayfront Retreat
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.

Beach Waterview, 3 KING Beds, Golf Putting Green
it was a great place to stay and i had a great experience

Beach Haven - waterfront, near Yale, sunsets
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.

Hamptons Oceanfront Oasis
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

Close to Beach | With Pool | Hampton Bays
We loved the location and the place was beautiful. Its was nice and clean. Definitely will be booking again

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

Gorgeous home with saltwater pool. Steps to beach!
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!

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

Spacious 4 bedroom, oasis with ocean views galore
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!

Hamptons Waterfront Romantic King Suite
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.

Oceanfront Corner Studio Bungalow on the beach
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.

Private oasis with pool steps away from the bay
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

Stony Crk Studio ideal for trvl nurses…
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!

A Beach House Gem
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!

Adorable Beach House on LI Sound
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!

Barnacle Bay Beach House
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!

Large Waterfront Cottage on Historic Estate
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.

The Hideaway | Clearwater Beach
Very clean, new, well appointed studio. We’d definitely stay again.

Oceanfront Getaway - Quiet, Firepit + Pvt Beach
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.

Direct Beachfront Modern Cottage on Private Beach
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
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Dunewood
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Jennings Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park