
Waterfront vacation rentals in Old Saybrook
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Old Saybrook
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Popular amenities for Old Saybrook waterfront rentals
Waterfront apartment rentals

Amazing one bdrm flat at the beach!
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.

Mystical Ocean View in Historic Stonington Borough
This was possibly the coolest Airbnb I have ever stayed in- the details of this place make you feel like you’re someplace truly special. Sam was amazingly responsive. The descriptions are accurate- that 3rd story spiral staircase is no joke - regardless, I was very comfortable and absolutely loved the setting. Will be back!

Mystic River Getaway - Walk To Downtown & Seaport!
We thoroughly enjoyed our week at this charming home. The location truly is perfect - we walked over to the Seaport one day and took many walks into the downtown area for shopping, meals at amazingly good restaurants, ice cream, and bake shops. Anthony and Kelly were wonderful hosts - the home was just as described and their communication was clear and friendly- just what you want from hosts. We couldn't have asked for more and would be happy to stay here again.

Water View SONO 2 Bedroom Walk to Metro & Dining
We were in town for a figure skating competition. The layout was perfect for enough privacy traveling with a teammate and the house was super clean and cozy. House was super quaint and beautifully restored!!! We loved the picturesque area, proximity to shopping malls and great restaurants AND local skating rinks. One of our best stays ever, thanks to the attentive host — we will absolutely book again.

Bright, private 1,000 sq. ft. 1-Bedroom Apartment
The whole experience was perfect. There were even fresh flowers to greet me. The location is easy, a beautiful neighborhood that is very quiet and safe. I'm ready to return!

Cozy Apartment with Water View of Brook
Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.

Steps to the Beach. Lovely 2-Bedroom apt
Perfect house for a family/couple visit to the beach. It was great for my kids and I. We loved the space that the house offered and how close it was to the beach. Everyone was very pleasant that we spoke to. The house was clean, safe and felt like a home away from home.

Lakeside apartment 2.5 miles from Wesleyan campus!
Always nice to stay with Mark and Tina. Wonderful people. Very convenient location for us. Beautiful setting. We keep coming back!!
Waterfront house rentals

Direct Waterfront / Riverside
Jim’s place was great, with plenty to see in the area. We ended up spending most of the time enjoying the little beach and kayaks. Very cute house with plenty of room and we’ll stocked kitchen. The grill made for a perfect Labor Day cookout looking out at the water. Would stay again.

Amagansett, Waterfront retreat
My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

True Ocean Front Vacationing - Groton/Mystic
The pictures don't do this place justice! The home itself is gorgeous and the view is stunning. The neighborhood is peaceful and it was perfect for me and four friends to stay the weekend.

Waterfront Secluded Home with Dock
It is a beautiful, secluded home with a wonderful view of and access to the water on Potter's Pond. The house felt comfortable with a lot of thought for details - the kitchen was well-equipped, lots of pillows on the beds, high quality and a lot of towels in the closets, night-lights, puzzles and games. Made for a wonderful and comfortable stay. We definitely plan on trying to come back!

Home in East Haven directly on Waterfront
Beautiful house beautiful ocean view! We had a wonderful time with our family, we would like to come back again summertime Thank you

Lush Waterview rainforest retreat
The location and views from Phil's place are absolutely beautiful. It was a cozy place to stay and unwind while visiting family in the area. The beach and pathway to it are wonderful. Phil was very responsive to our couple of questions. We would happily go back when in the area again!

Absolutely stunning! New water front house
Beautiful house, great location. Walkable to the beach. Ume was very responsive and proactive in reaching out with instructions and recommendations. The welcome gift was a really nice touch. Would look to book again!

Cozy Waterfront Cottage with a Boat Dock
We really enjoyed our stay at Jake's place on the salt pond! The location is wonderful and close to everything-beaches, restaurants, grocery store etc. The house is tiny but felt spacious enough for all 5 of us to have our own space. The newly finished lower level was a bonus. The view was so serene and a nice reprieve after busy days at the beach.
Waterfront condo rentals

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

Beautiful condo on Long Islands Northfolk
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

Montauk Waterfront Condo w/ Sunset Views
Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

Cozy Vacation Villa 5 minutes from Mohegan
My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!

Beautiful Waterview Condo on the North Fork of LI
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.

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Beachside Waterview 2Br Condo w/ Pool in Greenport
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.

King Bed - hot tub - saunas - 1 mile Mohegan Sun
This villa is a perfect spot for a weekend getaway. Though in a condo complex, the villa itself felt private. The villa is just a few minutes walk from the clubhouse, which has a jacuzzi and pool (open in summers), and the Norwich Inn. We did not get to go to the clubhouse, but the Inn had a great spa and restaurants. The villa is also a 5 minute drive from Mohegan Sun and is accessible via Uber. The fireplace made the villa very cozy. Would definitely stay again!
Quick stats about waterfront rentals in Old Saybrook
Total rentals
30 properties
Nightly prices starting at
$152 CAD before taxes and fees
Total number of reviews
890 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Beach
- Misquamicut State Beach
- East Matunuck State Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Hammonasset Beach
- Ocean Beach
- Yale University
- Scarborough State Beach
- Pleasure Beach
- Soundview Beach
- Watch Hill Beach Association Beach
- Dunes Park Beach
- Roger Wheeler State Beach
- Rocky Neck State Park Bathing Beach
- Galilee Beach Club Beach
- Stony Creek Beach
- Weekapaug Inn Beach
- Mohegan Bluffs
- Sea Bluff Beach
- Sand Hill Cove State Beach
- Foxwoods Resort Casino
- Limewood Beach