
Waterfront holiday rentals in Old Saybrook
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Top-rated waterfront rentals in Old Saybrook
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Waterfront apartment rentals

Wickford Waterfront 12 min to Newport & 15 min URI
Elaine has a lovely apartment. Very pristine and quiet with amazing views. Our stay was extremely comfortable. Her instructions were perfect and we had no problem with whatsoever anything. If you’re ever there do not miss the morning sunrise. Outstanding. Thank you Elaine & Rich for a lovely stay. We hope to come back some day.

Mystical Ocean View in Historic Stonington Borough
Sam's place exceeded our expectations! The view was marvelous, and the house was beautifully decorated with a wonderful collection of books we truly enjoyed. The kitchen was fully equipped with everything we needed, and the room was super clean. We had a great time during our two-day stay. The small town offered so much to explore, and the nearby seafood market was a delightful surprise. we had fresh lobster at a very reasonable price. We highly recommend Sam's place for a relaxing and enjoyable getaway!

Mystic River Getaway - Walk To Downtown & Seaport!
We just came home from our long weekend in Mystic and Anthony’s place was a great find. We comfortably fit myself, my husband, and my 2 year old with ample space. The house was walking to distance to many amenities including downtown Mystic which we enjoyed. I would highly recommend Anthony’s place to anyone else traveling to Mystic!

Jennifer’s Historic Downtown Loft
I had a great stay at Jennifer’s place in PVD! The space was clean, stylish, and exactly as described. It was super easy to access and check-in was a breeze. The location was perfect—close to some really fun spots, great restaurants, and local attractions. Whether you’re visiting for a quick getaway or a longer stay, this place is a solid choice. I’d definitely stay here again!

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Majestic Farmhouse Private & Peaceful Guest Apt.
This was a quick trip to the area to break up the drive to a further destination. Joy's little 18thc apartment was perfect. Joy met and explained everything needed, and was very helpful with local suggestions for dining and activities.Was'nt here long enough to experience any of the hiking trails,.etc but truly seems like a place I'd like to return. if you're lucky, you will meet the inimitable Baloo!

Lakeside apartment 2.5 miles from Wesleyan campus!
The apartment was beautiful and as soon as we walked in I could feel myself relax. The view is stunning and the apartment is warm and inviting. We reserved the apartment on very short notice and Mark was so helpful and responsive. Highly recommend!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
Waterfront house rentals

Lakeside bliss
We had an absolute PERFECT stay here! First off- the house. This home is so charming in every way. We loved the way it’s decorated and laid out, and it’s so cozy, clean and beautiful. You are truly able to relax here. Also, the bed is extremely comfortable, the water pressure is great, and the A/C works very well. However, perhaps the best part of this house is the view! There are sliding doors in the living room and bedroom, and the view of the lake is breathtaking. The area is super safe and quiet, and you are in walking distance to downtown Niantic and the Boardwalk which you cannot beat! Also only about 20 minutes from Mystic. I cannot forget to mention how amazing our host, Katie, was! Super attentive and responsive with messaging, and she was even here doing yard work when we arrived so she greeted us which was such a nice touch. Overall, we will DEFINITELY be looking to stay here again! Loved every minute of it.

Cozy cottage 5 minutes from UConn
Immaculate space. Location and views are incredible. Check in was easy, hosts were very communicative and you can tell they put a great deal of energy into their home. They also included fresh eggs from their farm. We were obsessed with it and will definitely rebook.

The Harbor House: Beachfront Home 1 hour from NYC
Beautiful layout and views: The living room extends to an expansive harbor view as we opened the door. When we turn around the lofty A frame transitions into the bedroom connected by a wooden spiral stair. Interior appliances are good and functional. Plenty of Pillows and blankets to get cozy. The Weber Grill is great to use. We used public transport and Uber and it was pretty easy to get around - 15 mins to nearby scenes and restaurants.

Thames River Cottage · Near Casinos + USCGA
Great space, accurate description

The Perch
I have stayed at lots of places in the last few years . . . and this place ranks right at the top. It is beyond beautiful. The water views from the living room and both bedrooms made it hard to leave and come home. It's actually even more amazing than the pictures. Don't think twice! Book this place now!

True Ocean Front Vacationing - Groton/Mystic
The house was very clean, with a beautiful, large, well stocked kitchen. The view was lovely and it was wonderful hanging out on the deck. The beds were very comfortable. The house would be a little more practical if one of the bedrooms had two beds, so more people could sleep in the actual bedrooms. The pull out beds were not as comfortable and the bed in the loft is only accessible with a ladder. However, for a small group or people who aren’t picky about their sleeping arrangements it is a fantastic place to stay. You can’t beat the view and proximity to the water!

Stunning Waterfront Cottage with Big Yard & Dock!
It was a very relaxing home surrounded by beautiful waterfront wildlife( a pair of swans and other birds ) and views. It was well worth the stay and I would like to stay there again and I would recommend it to family and friends in the future.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.
Waterfront apartment rentals

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
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Cozy Vacation Villa 5 minutes from Mohegan
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen

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.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.

King Bed - hot tub - saunas - 1 mile Mohegan Sun
We stayed at Taylor's place because of the proximity to Mohegan Sun! What we got was an adorable space in a beautiful neighborhood that was super close to the concert venue! It truly is a nice neighborhood! It was peaceful with beautiful water views and fountains! Everything in the house was nice and clean! It was awesome that there were little snacks and water! Such a nice touch! It was super easy to get into the villa, easy to lock and just a great spot! Keyless..perfect! Thank you, Taylor! We will return if you'll have us again!

Forecastle at Soundview · Beach+OceanView+Sunrise
Super nice place good communication. All around worth it!
Quick stats about waterfront rentals in Old Saybrook
Total rentals
30 properties
Nightly prices starting at
$141 SGD 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
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Point Judith Country Club
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach