Beachfront vacation rentals in Old Saybrook

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Popular amenities for Old Saybrook beachfront rentals

Pet-friendly beachfront home rentals

Top guest favorite
Apartment in Northport
4.99 out of 5 average rating, 144 reviews

Amazing one bdrm flat at the beach!

DavidRating, 5 stars1 week ago
Jeanette is a wonderful host. She met us on our arrival and gave us a tour of our rental ensuring that she answered any questions. She is very responsive and quick to answer any follow up. questions or concerns. The space is beautifully decorated and comfortable. The location is great, across the street from Long Island Sound and bordering a large nature preserve. All this and easy access to shops, groceries, and restaurants. We highly recommend this rental.
Top guest favorite
Home in Narragansett
4.95 out of 5 average rating, 128 reviews

The Landing

JenniferRating, 5 stars2 weeks ago
The Landing was perfect for our weekend getaway. We stayed during the quiet season and felt like we were the only ones around. The house is designed to maximize the view of the water from where ever you are. Our weather was rainy and cold but we stayed cozy and warm by the fire. Being able to bring our older dog was a plus. With clear instructions and everything we needed in the house, we did not have to reach out to John much, but when we did, he was prompt and helpful. We would definitely rent again!
Superhost
Apartment in Montauk
4.76 out of 5 average rating, 21 reviews

Twin Pond Ocean View 2 Bedroom #4

CatherineRating, 5 stars11 months ago
We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!
Guest favorite
Cottage in Charlestown
4.89 out of 5 average rating, 160 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

BrittaineyRating, 5 stars6 days ago
Highly recommend! Beautiful space with an incredible location right on the water! Stunning sunsets and views! So quiet and peaceful. Appreciated the very clear directions from Elizabeth in terms of the house and local area! Can’t wait to return!
Guest favorite
Home in East Lyme
4.92 out of 5 average rating, 140 reviews

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

CarolineRating, 5 stars1 week ago
A fantastic beach house in a wonderful, quiet location, just a twenty-minute walk from all the town’s amenities and restaurants. The house itself offered substantial accommodation across both floors and was exactly as the owner described. Our only small recommendation would be for the owner to provide some blankets around the house. During our stay, the outside temperature dropped as low as 35°F, and although the house has heating, the open-plan living area could get a little chilly. Other than that, we all thoroughly enjoyed our stay and would certainly recommend this property to any family looking to stay in Niantic.
Superhost
Home in West Haven
4.79 out of 5 average rating, 100 reviews

Cozy Home, Dog and Family Friendly - book today!

AnthonyRating, 5 stars1 month ago
Cozy, clean, beach gettaway. 2 Min walk to the beach. Fresh ocean air. Beautiful big back-deck and comfortable beds. Excellent, responsive hosts. Very good deal! Would stay here again.
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.
Top guest favorite
Cottage in Fairfield
4.97 out of 5 average rating, 119 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars8 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.

Beachfront home rentals with a pool

Superhost
Condo in Montauk
5 out of 5 average rating, 12 reviews

Second Floor Corner Unit Overlooking the Ocean

VishnuRating, 5 stars6 months ago
A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.
Superhost
Home in Hampton Bays
4.9 out of 5 average rating, 30 reviews

Close to Beach | With Pool | Hampton Bays

AndrewRating, 5 stars3 weeks ago
Great place to stay. 10/10 would stay again. Host was very responsive. Was exactly what we needed for a small weekend getaway.
Guest favorite
Home in North Fork
4.92 out of 5 average rating, 36 reviews

Gorgeous home with saltwater pool. Steps to beach!

AnnaRating, 5 stars1 week ago
We had a fabulous stay at Spencer and Maddie's! Their house is lovely and perfect for a cozy family getaway. We especially loved the kitchen - stocked with all the necessary appliances, the fireplace and a welcoming family room. The house is tucked away in a quiet area, steps away from the beach and a short drive / jogging distance away from Greenport and its lovely cafes, nearby wineries and the beauty of North Fork. We appreciate how friendly, welcoming and responsive Spencer and Maddie were and look forward to coming back!
Guest favorite
Home in Hampton Bays
4.96 out of 5 average rating, 55 reviews

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

MercedesRating, 5 stars5 months ago
We had a great time! The location was convenient and in close proximity to my brother’s wedding. The location of Vanessa’s home was beautiful and private. Vanessa’s home was spacious, clean and organized. There was one minor issue and Vanessa contacted me quickly. Would definitely love to rent Vanessa’s home another time probably spring/summer, since we were unable to enjoy the pool and other outdoor amenities due to season/weather.
Superhost
Home in Woodmont
4.85 out of 5 average rating, 84 reviews

Spacious 4 bedroom, oasis with ocean views galore

CharlesRating, 5 stars1 week ago
The absolute best Air B & B we ever stayed at. Allana was a pleasure to work with. The home was spacious, and fully stocked with everything you could possibly need, and more. Fireplace, pool, enclosed porch, sun room with coffee bar, sitting room, sunken living room, dining room with tons of chairs, kitchen bar with stools, dining room bar with stools, mud room with extra refrigerator and freezer, storage space galore, closets stocked with games, linen closets with anything you might need, big bedrooms, master bedroom with en-suite bathroom, balconies to soak in the sun, crib, high chair… too much more to even list. Our family had a fabulous time; the energy in the house is so welcoming! The soft blues are soothing, and quaint beach theme accents throughout the home lend to the relaxed vibe. The rooms flow perfectly, and provided ample space for different family members to have their own area to unwind in. Steps from beach & playground, the neighborhood is perfect for a stroll.
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 !
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favorite
Home in Woodmont
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars6 months ago
We had a wonderful stay! The house can accommodate large family gatherings - there were a lot of spaces for folks to spread out as well as gather. The kitchen is very well stocked. We would definitely rent again!

Private beachfront home rentals

Guest favorite
Cottage in Branford
5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

BasilRating, 5 stars8 months ago
We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.
Guest favorite
Cottage in Westbrook
4.9 out of 5 average rating, 86 reviews

A Beach House Gem

JaimeRating, 5 stars5 months ago
We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!
Superhost
Home in Milford
4.84 out of 5 average rating, 55 reviews

Newly Built Beach House Getaway

SusanRating, 5 stars1 month ago
The location was amazing and the house was beautiful. One of the nicest air BnB I’ve stayed in!
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 stars2 months 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 Montauk
4.95 out of 5 average rating, 60 reviews

Waterfront Home with Private Beach

JoelleRating, 5 stars3 months ago
Brandon's place was dreamy for our two families with young kiddos -- cozy and quiet winter beach vibes, very atmospheric and peaceful and relaxing. We built a fire in the fireplace, watched movies, enjoyed the sunrise and sunset, and walked along the rocky shore. Would recommend, even in the dead of winter.
Superhost
Cottage in Westbrook
4.82 out of 5 average rating, 11 reviews

Oceanside home steps to private beach!

TinaRating, 5 stars10 months ago
We had a wonderful time! The cottage is well located; we were able to drive back & forth to New London, Mystic, & several other towns. We did so many things on this trip: saw a movie, saw a play, went to Ocean Beach twice, Mystic Seaport, & the Yale Peabody museum. My only complaint is that we should have stayed "home" more & enjoyed our own beach more often! We took walks every day and watched for the tide to reveal the sand bar & walked out there whenever we could, which was so cool! The sound of the water changed when the sandbar was revealed. We found lots of cool shells. We really appreciated the chairs & umbrella in the well stocked shed. We did a little grocery shopping and made egg sandwiches so we only ate out once a day which saved money. I ate my sandwiches outside day & night, something I never do at home. The house was completely stocked with everything needed plus some! The only negative was not enough curtains which made it too bright to sleep & not enough privacy.
Top guest favorite
Home in Branford
4.97 out of 5 average rating, 37 reviews

The Eagle- Private Beach

AngieRating, 5 stars3 days ago
We had such a great time at this beach house! The place was super clean, and everything was easy to find. The directions were clear, and the host was awesome—gave us great ideas for things to do in the area. We had a blast and would definitely stay here again!
Superhost
Home in Old Saybrook
4.84 out of 5 average rating, 62 reviews

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath

ColinRating, 5 stars1 week ago
This was the best Airbnb experience we’ve had! I came here with kids, and they had a great time. Laura is the best host I’ve ever dealt with! She went above and beyond for us. If I come back to the area, I’m staying here!

Quick stats about beachfront rentals in Old Saybrook

  • Total rentals

    10 properties

  • Nightly prices starting at

    $190 before taxes and fees

  • Total number of reviews

    430 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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