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

Wading River Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wading River vacation rentals

1. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
The price is CA $164
CA $435 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful Private Studio Apartment!

2. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.0 out of 10, Good, (33 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $217
CA $461 total
includes taxes & fees
Aug 23 - Aug 24
Walk to Beach 2BR Near Dining & Shopping

3. 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 CA $390
CA $771 total
includes taxes & fees
Aug 31 - Sep 1
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

4. 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 CA $186
CA $310 total
includes taxes & fees
Sep 6 - Sep 7
South Shore Studio in Mastic

5. 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 CA $241
CA $366 total
includes taxes & fees
Aug 28 - Aug 29
Cozy king suite with kitchen and dining area.

6. 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 CA $712
CA $1,192 total
includes taxes & fees
Sep 21 - Sep 22
Cozy beach hose minutes from Hamptons

7. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is CA $251
CA $625 total
includes taxes & fees
Sep 15 - Sep 16
Peaceful 3BR Garden Cottage Long Island Escape

8. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is CA $155
CA $469 total
includes taxes & fees
Aug 23 - Aug 24
Spacious one Bedroom Apt with private entrance

9. 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, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $198
CA $431 total
includes taxes & fees
Sep 21 - Sep 22
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

10. 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 CA $1,232
CA $2,048 total
includes taxes & fees
Sep 21 - Sep 22
Near the Hamptons - Private Pool, Jacuzzi Retreat

11. 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, (29 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 CA $320
CA $505 total
includes taxes & fees
Aug 24 - Aug 25
Private 1 bedroom apt in a quiet neighborhood, close to all!

12. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $216
CA $550 total
includes taxes & fees
Sep 9 - Sep 10
The Royal Suite - Ronkonkoma

13. Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
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 CA $413
CA $805 total
includes taxes & fees
Sep 7 - Sep 8
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

14. 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 CA $401
CA $1,061 total
includes taxes & fees
Sep 16 - Sep 17
3 Story Beach Waterview, 3 KING bed, golf putting green!

15. 6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
The price is CA $701
CA $1,016 total
includes taxes & fees
Sep 14 - Sep 15
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

16. 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, (32 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $1,101
CA $2,512 total
includes taxes & fees
Aug 24 - Aug 25
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

17. 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 CA $297
CA $857 total
includes taxes & fees
Sep 7 - Sep 8
Seabreeze #3 Cozy Cottage steps to the beach

18. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (11 reviews)
"Great stay! "
United States
Emily S.
The price is CA $588
CA $1,010 total
includes taxes & fees
Aug 26 - Aug 27
Tranquil Stay

19. Summit Vista by Rove 4BR Home W/patio & Pool

Summit Vista by Rove 4BR Home W/patio & Pool
3.0 star property
Westhampton
Summit Vista by Rove 4BR Home W/patio & Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wading River Hotel Reviews

Find out more about Wading River

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Wading River?

Yes, you can find vacation rentals close to the most popular attractions in Wading River, or you can choose a more remote option if you'd like a relaxing place to 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's the top vacation rental that Wading River has to offer?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This vacation home rental near Wading River is located by the ocean and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in Wading River?

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

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 vacation rental in Wading River like?

Vacation rentals are private properties you can stay in for short or long periods in Wading River. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.