
House vacation rentals in Wading River
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Top-rated house rentals in Wading River
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Popular amenities for Wading River house rentals
House rentals with a pool

Private completely fenced in property. Near beach.
AJ is an AWESOME host!!!!! We loved staying at this property. It's so safe and way bigger than the photos. The bathrooms are fantastic. (No bathtubs, though, if you need one.) I cannot emphasize what a great stay we had. Thank you so much!!!!!

The Perfect North Fork Escape
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

Great Family Times in this 5 Bedroom House
My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.

Peaceful Retreat in Immaculate Architect’s House
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.

Long Island home w/ large pool
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

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!

Hampton's Haven
This home is top notch!! Esther is truly amazing and everything was excellent. The kitchen is amazing, the basement play area was awesome and the rooms were perfect! I will be staying here again!

New Southampton mega home with heated gunite pool!
Great place to stay and great host !
Weekly house rentals

Ocean Bay Park - MDW Available! Sleps 15
Kathy’s home was exactly as described spacious, clean, and incredibly inviting. I traveled with a large group of my friends, and we never felt on top of each other. Kathy was extremely accommodating & communicative when it came to checking in and checking out of the Airbnb,along with recommendations to eat on the island or close by. The home was an effortless walk to the beach and to center of town. If you were coming to enjoy fire Island with a large group of people, I would absolutely recommend this space!

Nofo Bungalow-In The Heart of Greenport Village
We cannot get enough of this amazing North Fork bungalow! We have enjoyed staying here several times over the last 5 years and hope to be back again next year! The space is perfect for our family of 6! We enjoy making a fire pit out back, cooking dinner together in the kitchen, playing games at the dining room table and snuggling up together on the couch! Our 4 kids cannot get enough of the bedroom upstairs! They love reading, playing games and being altogether for a big sleepover! We love taking a break from our busy life to relax and enjoy walks to town for coffee and dinner, hiking on the beach, the wineries and taking a trip over to Shelter island to hike and explore! Thank you again for having us and for all of the memories we have made together in your beautiful house! We hope to see you again next year!

The Greenport Bungalow
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.

Hope Haven
I was in Dion’s place with my family we really enjoyed the time we spent there,everything was perfect the pool was something that my kids enjoyed a lot, and hopefully we will come back again, for sure I totally recommend his house if you want to go and have a couple days of fun and relax thank you again Dion.

3 bedroom cottage rental
My family and I had a very relaxing stay at this place. Cozy with plenty of amenities. PAPA, the neighborhood cat likes to visit in the morning on the front deck and he’s a very good boy. Bring him treats.

Sag Harbor Cottage, Walk to the Beach!
My best friends and I stayed here for a girls weekend! We had such a great time. Riley’s place was perfect. The location was incredible, just a short walk to the local beach and a quick ride to downtown Sag Harbor. We would stay here again!

Private 1br apt/private entrance/inground pool
A lovely stay for my brother in-law. Very comfortable with easy check-in and fast communication. Exactly what we needed!

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens
Loved this place! Laura was awesome and we would definitely stay here again.
Private house rentals

Beach House in L.I. Wine Country
Beautiful space in a great location. We loved our stay and would definitely book again!

Peaceful and Private 3 bedroom home in the woods
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

4 Bed, 2 Bath, Southampton, L.I.
This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.

RedHouse with Sprawling Backyard & Hot Tub
We loved our stay at Jimbo's. All the bedrooms are spacious and the beds are comfortable. The whole family enjoyed chilling out in the comfy sofas with a nice library in the living area. We all and in particular our dog loved the huge, green and well maintained lawn. He had so much fun with all the space to run and play! For us the greenery was very relaxing. The location is good - a 5 minute walk from the ice cream store, 12 minute walk from Crescent Beach (with the happening Sunset Beach Club), a 5 minute drive from the IGA, and a 5 minute drive from North Ferry. The furthest we had to drive was a 12 minute drive to Rams Head Point. The outdoor shower was lovely! Jimbo was very friendly and very responsive including providing some very efficient "tech support" on the dryer even though he was out of town. The issue was a confusing light on the dryer and some user error and was easily resolved on the phone. Additional towels were dropped off upon request. A pretty comprehensive set of silverware, plate settings, and kitchen utensils made it a fun and easy stay. Thank you Mary and Jimbo for sharing your house, we had precious moments there and we highly recommend it !

Cheerful 2-Bedroom Home With On Premises Parking
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home

Beachfront paradise- come, stay, relax!
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Beautiful & Independent Guest House near the water
Hands-down, one of our favorite AirBnbs ever! I feel like I could’ve lived there. Just a lovely little cottage sequestered away from the main drag in Bellport, which is one of the most quaint and adorable villages on Long Island. We just loved it and we will be back again! The owners mentioned the size of the shower, well my husband is 6 foot 2 and had no trouble in the shower at all, although it was maybe a little tight. But the water pressure was wonderful and we had no problems at all. Thank you, Rafael!
Quick stats about house rentals in Wading River
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
970 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Beach
- Yale University
- Gilgo Beach
- Ocean Beach Park
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Robert Moses State Park
- Rye Town Beach
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Bethpage State Park
- Marvin Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Robert Moses State Park Field 2
- Connetquot River State Park Preserve
- Long Island Aquarium