A rocky shoreline with waves crashing onto the beach, a house on stilts, and a forested hillside in the background.

Wading River Holiday Rentals

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Our top choices for Wading River holiday rentals

1. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (26 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is NZ$941
includes taxes & fees
10 Sept - 11 Sept
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

2. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.8 out of 10, Good, (7 reviews)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is NZ$1,477
includes taxes & fees
13 Aug - 14 Aug
Cozy beach hose minutes from Hamptons

3. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is NZ$451
includes taxes & fees
15 Aug - 16 Aug
Cozy king suite with kitchen and dining area.

4. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is NZ$2,673
includes taxes & fees
9 Sept - 10 Sept
Near the Hamptons - Private Pool, Jacuzzi Retreat

5. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is NZ$383
includes taxes & fees
16 Aug - 17 Aug
South Shore Studio in Mastic

6. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (28 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is NZ$619
includes taxes & fees
24 Aug - 25 Aug
Private 1 bedroom apt in a quiet neighborhood, close to all!

7. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (5 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is NZ$554
includes taxes & fees
16 Aug - 17 Aug
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

8. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (11 reviews)
"Great stay! "
United States
Emily S.
The price is NZ$1,197
includes taxes & fees
10 Sept - 11 Sept
Tranquil Stay

9. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is NZ$1,197
includes taxes & fees
10 Sept - 11 Sept
Modern Vacation home. Close to The Hamptons

10. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (31 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is NZ$2,966
includes taxes & fees
23 Aug - 24 Aug
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

11. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
The price is NZ$718
includes taxes & fees
9 Sept - 10 Sept
Peaceful 3BR Garden Cottage Long Island Escape

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (8 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is NZ$767
includes taxes & fees
19 Aug - 20 Aug
The Royal Suite - Ronkonkoma

13. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is NZ$1,329
includes taxes & fees
1 Sept - 2 Sept
3 Story Beach Waterview, 3 KING bed, golf putting green!

14. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is NZ$956
includes taxes & fees
7 Sept - 8 Sept
Prime location, walk to all, cozy cottage Westhampton Beach

15. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is NZ$1,583
includes taxes & fees
13 Aug - 14 Aug
Immaculate Waterfront 2 bedroom!

16. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (4 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is NZ$4,495
includes taxes & fees
13 Aug - 14 Aug
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

17. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (41 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is NZ$2,587
includes taxes & fees
10 Sept - 11 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool

18. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is NZ$2,587
includes taxes & fees
10 Sept - 11 Sept
Cozy Hamptons Escape 3BR Minutes From Beach!

19. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,045
includes taxes & fees
19 Aug - 20 Aug
Seabreeze #3 Cozy Cottage steps to the beach

20. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is NZ$3,422
includes taxes & fees
10 Sept - 11 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wading River Hotel Reviews

Find out more about Wading River

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wading River holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wading River. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wading River. Seeing all the best attractions is bound to make you fall in love with Wading River. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wading River short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Wading River?

Yes, there are holiday rentals close to the most popular sights in Wading River, or you can select a more secluded option if you're looking for a relaxing stay. The spas and wineries are several reasons why visitors like Wading River. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Wading River has to offer?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This holiday home rental outside of Wading River is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals are there in Wading River?

Choose from 33 Expedia holiday rentals in Wading River for a memorable holiday.

What’s there to see and do in Wading River?

Wading River Landing and Deep Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Wildwood State Park and Great Rock Golf Club.

What’s a holiday rental in Wading River like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wading River. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.