
Waterfront holiday rentals in Wading River
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Top-rated waterfront rentals in Wading River
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Popular amenities for waterfront rentals in Wading River
Waterfront apartment rentals

Amazing one bdrm flat at the beach!
Jeanette’s place is a beautiful escape by the water! Peaceful surroundings, right across from beautiful beach walk and trails to the woods a short walk away. The space itself is decorated like the perfect beach cottage, and cozy couches and a comfortable bed made for a relaxing evening and great nights sleep. Thank you Jeanette! I will be back!

Phoenix Engine #1
The amenities and welcome "package" provided by Nathon and Gloria was unexpected and generous. The space was one of the most unique we have stayed. We loved the preserved history that was displayed throughout. I don't think there was anything that was not available to us during our stay. The train passing was the highlight of our stay. LOL. Where else could we have seen that. Parking was not a problem. We also felt safe walking to the surrounding restaurants and coffee shop just a short walk away. Our best to Nathon and Gloria on the future success of their space...Phoenix Engine #1. Bob and Jennifer

Sugarloaf Annex
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!

One Bedroom Apt in Cherry Grove
Really impressed with the attentiveness of the staff. My only callout is expect to be surrounded by other guests, especially at the communal spaces outside – table, grill, etc. We overlapped with two different friend groups staying in a few of the properties, but everyone was really respectful and quiet. Just close quarters!

Separate 2 bedroom Retreat /South Shore/ NYC 40min
we had a wonderful stay a will definitely consider staying here again if we are back in the area

Water View SONO 2 Bedroom Walk to Metro & Dining
Great stay! Thank you Kim!

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!

Turtle Dove Cozy Gem on the Bay
Laura is an amazing host and her place really is wonderful. She is so quick to respond to any questions or requests. I will stay there whenever it is available when I am in the area. The house is a block from Main street so you get all of the benefits of the neighborhood without street noise. If you are lucky enough to find the place available when you are looking for a place to stay in the area, I would recommend booking it (before someone else does) :-)
Waterfront house rentals

Beachfront house on Long Island Sound
We loved this Beach House! The house was clean and the kitchen was full of cooking supplies. There was a variety of pots and pans to choose from. This was appreciated since we are picky about the type of pans we cook our food in. The host provided a binder full of menus for local restaurants and recommendations. Information on activities to do while visiting was also included within the binder. The house included a small fire pit that could be used at a distance from the house. It was just the right size to maintain safety and still be cozy from warmth. Dmitry and his team communicated clearly and were kind by providing us with information about the local St.Patricks Day Parade. The neighborhood felt safe and friendly. Perfect place to bring your family for a getaway trip. We couldn’t have chosen a better place to stay. Special thanks to the host for helping me resolve a package delivery issue.

Mastic Beach Surf House
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!

Luxurious Waterfront Beach House On The Bay
Steve and Dorry made sure all our needs were met including recommending places to eat and things to do. They are an incredibly kind couple who care about the people who rent their home. Everything was exactly as we expected! we had a beautiful view and the house was very comfortable!

Waterfront with private dock & bocce court
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. ❤️

Private Boat Ramp| Chefs Kitchen| Mins to Beaches
The place was wonderful and absolutely close to the description. lot of details are added around the house including instructions making it very easy and good experience. would definitely recommend

Gorgeous Waterfront and Indoor Pool Family Oasis!
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 Beach House with pool
Perfect spot for a long weekend getaway! The house had everything we needed, and the views were breathtaking. The space was clean, cozy, and well-equipped, making our stay stress-free and enjoyable. Would definitely stay here again!

Oasis on Long Island
Great remodeled property on the water. Our family enjoyed the updated furnishings, comfortable beds and beautiful location. Cristina was a very responsive host. We will definitely come back again!
Waterfront apartment rentals

Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway
Very clean and nicely decorated condo for our enjoyable weekend getaway. Would love to stay here again!

Waterfront Condo C-204 at The Cliffside Resort
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

Beautiful condo on Long Islands Northfolk
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!

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.

Oceanfront Condo - Incredible Spring Rates!
Julie’s condo right on the water was even better than the photos could show. Check in was super easy. I had two minor snags and Julie was instantly responsive to solve everything immediately-and even make the stay actually better. The place is spotless clean, well appointed, completely comfortable, and waking up to that expanse of water made me excited to get out of bed and see. It’s a multi million dollar view. At least in this off season this is by far the best deal in Greenport when looking at price to value to living for the moment with water for as far as the eye can see. Great apartment. Great host.

Beachside Waterview 2Br Condo w/ Pool in Greenport
Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.
Quick stats about waterfront rentals in Wading River
Total rentals
10 properties
Nightly prices starting at
£145 before taxes and fees
Total number of reviews
210 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Long Island Holiday rentals
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- Beach
- Yale University
- Gilgo Beach
- Ocean Beach Park
- Dunewood
- Quotonset Beach
- Giants Neck Beach
- Clinton Town Beach
- Shennecossett Beach
- Cooper's Beach, Southampton
- Bethpage State Park
- Woodmont Beach
- Marvin Beach
- Horton Lane Beach
- South Pine Creek Beach
- Robert Moses State Park
- Belmont Lake State Park
- Captree State Park
- Connetquot River State Park Preserve
- Oakland Beach
- Rye Town Beach
- Lloyd Beach
- Steer's Beach
- Wildemere Beach