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House vacation rentals in Wading River

Find and book unique houses on Airbnb

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Popular amenities for Wading River house rentals

House rentals with a pool

Superhost
Home in Hampton Bays
4.79 out of 5 average rating, 106 reviews

Private completely fenced in property. Near beach.

CandiceRating, 5 stars1 week ago
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!!!!!
Top guest favorite
A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favorite
A well-maintained backyard features a circular swimming pool surrounded by a wooden deck. The pool is filled with clear blue water, and steps lead into it. A deck railing provides safety while offering views of the surrounding greenery and the house in the background.
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars3 weeks ago
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.
Superhost
The kitchen area features modern wooden cabinetry and black appliances, including a microwave and refrigerator. A view of the bright living space is captured through large sliding glass doors, which allow natural light to fill the open layout. A wooden dining table showcases a bowl of fresh fruit.
Home in Hampton Bays
4.94 out of 5 average rating, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

ClareRating, 5 stars2 weeks ago
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.
Top guest favorite
A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars2 months ago
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!
Guest favorite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach
4.93 out of 5 average rating, 121 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

EricRating, 5 stars3 months ago
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!
Guest favorite
Home in Westhampton Beach
4.92 out of 5 average rating, 144 reviews

Hampton's Haven

ZacharyRating, 5 stars6 months ago
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!
Superhost
Home in Southampton
4.91 out of 5 average rating, 45 reviews

New Southampton mega home with heated gunite pool!

SamuelRating, 5 stars3 months ago
Great place to stay and great host !

Weekly house rentals

Guest favorite
The living area features a blend of comfortable seating options, including a sofa and armchairs. Large windows allow natural light to flow in, and a cozy stove is positioned prominently. A dining table with chairs is visible, along with decorative accents, such as mirrors and art pieces.
Home in Ocean Bay Park
4.96 out of 5 average rating, 27 reviews

Ocean Bay Park - MDW Available! Sleps 15

LoreleiRating, 5 stars7 months ago
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!
Guest favorite
A charming historic bungalow is presented with a shingle exterior and turquoise accents. The entrance is framed by flower boxes, and brick paving extends to the driveway. Lush greenery surrounds the property, while clear blue skies complement the inviting facade.
Home in North Fork
4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

JaclynRating, 5 stars1 week ago
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!
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars3 weeks ago
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.
Top guest favorite
A single-story house is depicted, featuring a light exterior complemented by solar panels on the roof. The front yard showcases well-maintained greenery, with blooming shrubs adding bursts of color. A clear blue sky serves as a backdrop, enhancing the home's inviting appearance.
Home in Shirley
5 out of 5 average rating, 16 reviews

Hope Haven

HilarioRating, 5 stars8 months ago
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.
Superhost
A cozy living room features a light beige sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned area rug. Natural light enters through large windows, complemented by bamboo shades, creating a bright and inviting space.
Home in Shirley
4.74 out of 5 average rating, 300 reviews

3 bedroom cottage rental

WilliamRating, 5 stars2 weeks ago
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.
Guest favorite
A modern living area is presented with a gray sectional sofa and a wooden coffee table. Decorative cushions are arranged on the sofa. Two large windows provide natural light, alongside a comfortable chair and a dining table visible in the background.
Home in Sag Harbor
4.96 out of 5 average rating, 290 reviews

Sag Harbor Cottage, Walk to the Beach!

HeatherRating, 5 stars1 month ago
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!
Guest favorite
The outdoor pool area features a clear blue inground pool surrounded by a spacious stone patio. Two umbrella-covered seating areas with chairs and a table are visible, along with a large inflatable swan float resting on the water. Lush greenery and a white fence surround the space.
Home in Massapequa
4.73 out of 5 average rating, 135 reviews

Private 1br apt/private entrance/inground pool

DaveRating, 5 stars4 months ago
A lovely stay for my brother in-law. Very comfortable with easy check-in and fast communication. Exactly what we needed!
Superhost
A coastal view is presented with sandy access leading to the water. Flanking the path, vibrant pink flowers in large planters add color. The house features a light exterior and is set against a backdrop of blue skies dotted with white clouds.
Home in Clinton
4.71 out of 5 average rating, 89 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

JesseRating, 5 stars2 weeks ago
Loved this place! Laura was awesome and we would definitely stay here again.

Private house rentals

Top guest favorite
A vibrant orange car is parked on a gravel driveway in front of a navy blue house. Lush greenery surrounds the property, and a neatly manicured lawn extends beside a stone walkway leading to the entrance.
Home in North Fork
4.99 out of 5 average rating, 89 reviews

Beach House in L.I. Wine Country

RuthRating, 5 stars5 months ago
Beautiful space in a great location. We loved our stay and would definitely book again!
Guest favorite
The exterior of a single-story home is set among lush greenery, featuring a varied facade with shingle and clapboard elements. Symmetrical landscaping includes neatly trimmed shrubs and a spacious lawn. A pathway leads to the front door, framed by tall trees providing natural shade.
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
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!
Guest favorite
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars2 weeks ago
It was wonderful stay and I’d go back anytime
Top guest favorite
A traditional two-story house is framed by well-maintained greenery and shrubs. A paved driveway leads to the entrance, while a detached garage is visible to the side. The exterior features white siding with red trim and multiple windows, creating a welcoming appearance.
Home in Southampton
4.96 out of 5 average rating, 119 reviews

4 Bed, 2 Bath, Southampton, L.I.

BrandonRating, 5 stars9 months ago
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.
Superhost
A charming red farmhouse exterior is seen, featuring large glass doors leading to a spacious deck. Colorful chairs are arranged on the deck, surrounded by lush green grass and trees, creating an inviting outdoor space. The clear sky enhances the overall bright appearance.
Home in Shelter Island
4.82 out of 5 average rating, 11 reviews

RedHouse with Sprawling Backyard & Hot Tub

AmitRating, 5 stars32 months ago
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 !
Superhost
A living area is shown featuring a black shelving unit with decorative items. A television is positioned on the shelf, displaying an animated show. A potted plant adds greenery beside the shelf, while a patterned rug covers the hardwood floor.
Home in Amityville
4.72 out of 5 average rating, 74 reviews

Cheerful 2-Bedroom Home With On Premises Parking

SharozRating, 5 stars5 months ago
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
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!
Top guest favorite
A stone path leads through a lush green lawn, bordered by trees and shrubs, toward a charming, white guest house. The structure is set against a bright blue sky, emphasizing a serene and private outdoor space.
Home in Brookhaven
4.96 out of 5 average rating, 184 reviews

Beautiful & Independent Guest House near the water

BridgetRating, 5 stars3 days ago
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

Destinations to explore

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  4. Suffolk County
  5. Wading River
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