
House vacation rentals in Wading River
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Top-rated house rentals in Wading River
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wading River house rentals
House rentals with a pool

The Perfect North Fork Escape
Laurie’s home was the perfect size for our girls weekend to celebrate the bride. The patio was extensive and comfortably fit all of us for a hibachi chef and dinner. It was a quick drive from the house to the wineries, which was fantastic.

Stylish Beach Getaway: pool & walking location
This was the perfect getaway from the city and Maher was so helpful along the way! We had the best time in Southhold and also Greenport with his recommendations and will definitely be back again. The house is also the perfect little retreat for relaxing and unwinding. We felt right at home every night watching tv and we can’t recommend staying here enough.

Southampton Escape, Heated Pool, hot tub, 3 bed,
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!

Contempory Pool Home
Donald was a great host. He was responsive and helpful, especially in times of need. His property accommodated five people very well for our business needs. Would highly recommend. Thanks, Donald!

North Fork Farmhouse with Saltwater Pool
Had a great stay at Andrew’s Air Bnb. It was very close to numerous wineries, breweries, and restaurants. It was the perfect location for a weekend get away, with a house that would’ve been worth it in the middle of nowhere! We will be back!

Hamptons Escape minutes from Beaches and Nightlife
Aida was a great host and very approachable. The house was beautiful in a very pleasant neighborhood

Modern Beach Area Vacation Home With Pool
We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.

Long Island home w/ large pool
Beautiful house, even nicer than the photos. Great location to tour local wineries and close to the greenport’s Main Street! The house is stocked with plenty of cooking utensils and has whatever you might need. Would definitely consider coming back in the summer to enjoy the backyard when the pool is open!
Weekly house rentals

Greenport Village walking distance to all
Kristin was a great host. Everything was as described. Great location to shopping, restaurants and ferry in Greenport. We would definitely stay here again.

Nofo Bungalow-In The Heart of Greenport Village
Charles place was perfect for a girls weekend. We loved how easy it was to walk into town. Having the little outdoor space was wonderful to relax with coffee or wine. Loved the bunk room to make us feel like we were back in college. Would go back again!

The Greenport Bungalow
Lovely stay- the place is clean, perfectly located and the backyard is perfect for the spring summer season. Gillian was also very helpful and accommodating

Elegant, resort style, clean, north shore home
This was our second stay at Michelle's place and it was again a delight. The home is comfortable, clean, and well equipped. Checking in and out was easy. And Michelle is super responsive and helpful. We'd definitely love to stay again when we are next in the area!

Year Round Beach House in Old Saybrook, CT.- Pets
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

Maritime Village Getaway with Backyard
I stayed at Mary's rental with my sister's family including a 4yo and 6yo, as well as my 72yo mother and the house was a perfect fit! The downstairs bedroom and full bath were perfect for mom to avoid the steep stairs, and the house was well equipped with a ton of kids books and some toys. Proximity to town was the highlight, we were easily able to walk with the kids which was perfect since the weekend was too chilly for the beach. Mary was responsive if needed but the house is well stocked and easy to navigate so we felt at home right away. I will absolutely be renting from Mary again!

3 bedroom cottage rental
We enjoyed staying at Diana's house. Diana was a great host, the house cozy and convenient for where we wanted to go.

Historic Beachside Glamour
Jessica was extremely helpful and responsive, providing great local recommendations. The home was spotless and well-equipped. We had a fantastic stay for our family vacation.
Private house rentals

Peaceful and Private 3 bedroom home in the woods
Maura is an amazing host! She is super friendly and helpful and personable. The house was beautiful and very clean and the location was perfect! I would/will be booking it again in the future.

Gorgeous East Hampton Getaway
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.

Sag Harbor House for rent.
This place checked all the boxes. Very clean and comfortable home and a short uber ride to downtown Sag Harbor. Nice big yard for relaxing after a long day on the boat. Will definitely stay here again. Great host and a great place

Welcome To Piper's Rest
Had a wonderful experience with my family. Carolyn was very helpful and accommodating. I hope to return!

4 Bed, 2 Bath, Southampton, L.I.
Second time at this Airbnb and our whole group was very satisfied again. Very clean, great location, spacious house. All working amenities, clean linens, and plenty of towels, etc. Great location to get to Main Street!! Thank you David, we will be back.

Brand new house with an all year round hot tub.
Great spacious place, enjoyed our stay!

Dream Get Away
We had a great stay at Stephen's house in Greenport. The house was absolutely beautiful, there was plenty of space, and it had everything you could possibly need for a great stay. You can tell the house is cherished, lived in, and cared for by the owners. The location is perfect and the town of Greenport is full of amazing restaurants, beautiful sights (who knew it was full of gorgeous cherry blossoms?), and there are many things to do in the area.

Private Beach access along the Wine Trail
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Quick stats about house rentals in Wading River
Total rentals
30 properties
Nightly prices starting at
$50 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
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Gilgo Beach
- Rye Playland Beach
- Napeague Beach
- Point Lookout Beach District Park
- Cooper's Beach, Southampton
- Robert Moses State Park
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Rye Town Beach
- Giants Neck Beach
- Jennings Beach
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