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Waterfront vacation rentals in Southold

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Southold waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in Branford
4.95 out of 5 average rating, 20 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars2 months ago
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.
Top guest favorite
Apartment in Southampton
5 out of 5 average rating, 8 reviews

Sugarloaf Annex

DianaRating, 5 stars3 months ago
Really cute and clean place, so happy we stayed here! It was perfect little place for a getaway to relax, even in the winter months. Everything inside was up to date and it had everything we needed. It even looked better in real life than the photos. Highly recommend!
Guest favorite
Apartment in East Quogue
5 out of 5 average rating, 8 reviews

Bayside Boho Retreat

KatjaRating, 5 stars5 months ago
This is our first AirBnB experience. Communication with KC in advance was great. The place is very nicely decorated, so we felt very comfortable right away. Our children liked the children's room very much and I liked the veranda. Our kids are very bright and loud and that's certainly a challenge for hosts. We are therefore glad that there were no complaints. The area is very nice and quiet. We will be happy to come back.
Apartment in Center Moriches
4.83 out of 5 average rating, 36 reviews

Private waterside retreat- Vineyards/Outlets

WalterRating, 5 stars6 months ago
What a beautiful home. It is located in a park like setting, so peaceful and quiet. We were visiting family and the location was perfect for us. We would highly recommend this property and we will use it again ourselves.
Apartment in North Fork
4.78 out of 5 average rating, 318 reviews

Amazing Greenport Village Apartment in CENTER!

MariaRating, 5 stars5 months ago
Just as expected. Our second time staying there. Recommend for an affordable stay in a great location!
Apartment in New Haven
5 out of 5 average rating, 3 reviews

1870 Sea Side Comfort

SheldonRating, 5 stars41 months ago
Charming young man the host was. Everything was perfect. I was staying as a traveling nurse and the home was a convenient and safe location to work. The house had everything I needed. Will be sure to stay again!
Superhost
Apartment in East Hampton
4.77 out of 5 average rating, 31 reviews

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

NateRating, 5 stars6 months ago
Amazing views! Beach. Glamping. Camp store and great pizza place.
Apartment in New Haven
4.85 out of 5 average rating, 55 reviews

Swan Cove by The Sea - Boots & Saddle

JanRating, 5 stars25 months ago
Raquel and Warren were outstanding hosts. I loved staying at the Cottage and it was very quaint. I loved the neighborhood and there is a great restaurant within walking distance.

Waterfront house rentals

Superhost
Home in East Haven
4.8 out of 5 average rating, 143 reviews

Casa al Mare Beachfront Retreat Oceanview

BarbaraRating, 5 stars4 months ago
Perfect venue for a Thanksgiving getaway with our whole family. Rather than having out of town family staying at hotels, we could all stay together in a comfortable home with a beautiful view.
Guest favorite
Home in Mastic Beach
4.97 out of 5 average rating, 36 reviews

Mastic Beach Surf House

AshRating, 5 stars4 months ago
The place was absolutely beautiful, clean and had great amenities. The host was also very responsive and attentive to any questions we had to ask. Would come back in a heartbeat!
Guest favorite
Home in Shirley
4.98 out of 5 average rating, 198 reviews

Luxurious Waterfront Beach House On The Bay

ShrutiRating, 5 stars1 week ago
We had a wonderful stay at Steve and Dorry’s place! The living room and kitchen is surprisingly spacious and feels so open & inviting because of the outdoor deck space and view of water. We hope to be back again!
Guest favorite
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Top guest favorite
Home in East Hampton
4.95 out of 5 average rating, 230 reviews

Private beach, fully updated cottage, on 2 acres.

CaitlynRating, 5 stars1 month ago
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!
Guest favorite
Home in North Fork
5 out of 5 average rating, 9 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

KristinaRating, 5 stars2 days ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Guest favorite
Home in New Haven
4.95 out of 5 average rating, 108 reviews

Beach Haven - waterfront, near Yale, sunsets

CathyRating, 5 stars1 month ago
It is a charming place back into the water. Love listening to the sound of the ocean and watching the sunset and the noght light on the other side of the water.
Guest favorite
Home in Mastic Beach
4.93 out of 5 average rating, 121 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

EricRating, 5 stars3 months ago
Five stars doesn't feel like enough, if anything I'd say everything was better than we'd expected based on the pictures and the reviews! First, as others have mentioned John was an incredible host, the place was well stocked and had all sorts of snacks and drinks (and a nice bottle of wine); he also bought us dinner and was very good about keeping in touch the whole time we were there. The house was amazing top to bottom, but I have to specifically call out the pool, which was jaw-droppingly beautiful and the perfect temperature despite cold weather outside. We loved the neighborhood and yard to walk our dogs, and the kitchen was great to cook in (made me miss having a gas stovetop). We'll definitely be visiting again, it was the kind of stay that sets a new bar for what to look for in a vacation!

Waterfront condo rentals

Condo in North Fork
5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

CharlesRating, 5 stars7 months ago
John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!
Guest favorite
Condo in North Fork
4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

CarolineRating, 5 stars3 months ago
This was the perfect last-minute getaway for my always on-the-go family in need of some quiet bonding time. The condo was simple and clean, the beach beautiful (even in the winter), and Alice and Gasper were very responsive. Would highly recommend!
Guest favorite
Condo in North Fork
4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

AnnaRating, 5 stars5 months ago
Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.
Superhost
Condo in North Fork
4.9 out of 5 average rating, 118 reviews

Oceanfront Condo - Incredible Spring Rates!

CynthiaRating, 5 stars2 weeks ago
My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !
Superhost
Condo in Old Lyme
4.5 out of 5 average rating, 12 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

GregoryRating, 5 stars6 months ago
Rate was great, it was off season. Cleaning fee is a little nutz considering it is tiny. VERY clean, perfectly functional. I wasn't a fan of the mattress, way too soft for me, but maybe that is just me :-) Overall I would happily stay there again. It was quiet, the other tenants were very friendly.
Condo in North Fork
4.75 out of 5 average rating, 4 reviews

Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway

MicheleRating, 5 stars9 months ago
Very clean and nicely decorated condo for our enjoyable weekend getaway. Would love to stay here again!
Superhost
Condo in Old Lyme
4.84 out of 5 average rating, 25 reviews

Hatch at Soundview · Beach+OceanView+Sunrise

VirlynRating, 5 stars2 weeks ago
Amazing little spot next to the beach ⛱️. The host were super sweet and very responsive to any issues we had. It's just as pretty as it looks in the photos. I had an amazing stay, would definitely stay here again.
Top guest favorite
Condo in North Fork
4.88 out of 5 average rating, 97 reviews

Waterfront Condo C-204 at The Cliffside Resort

RafaelaRating, 5 stars7 months ago
lovely 2 bedroom with gorgeous water views from two roomy terraces , nice to wake up to the breeze of the water and the unspoilt natural surroundings of the wild sound. Thomas was a great host and very responsive

Quick stats about waterfront rentals in Southold

  • Total rentals

    70 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Southold
  6. Waterfront rentals