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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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Wading River holiday rentals

1. BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH

BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH
Shoreham
9.8 out of 10, Exceptional, (10 reviews)
"Great house for our large family. Perfect location. Loved the beach. Only thing that was not clear was pool access - unfortunately it was closed when we were there."
Canada
Kim V.
The price is NZ$3,104
includes taxes & fees
30 Sept - 1 Oct
BEACHFRONT MANSION PRIVATE PATH TO PRIVATE BEACH
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

2. 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, (28 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$873
includes taxes & fees
6 Oct - 7 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A spacious living area with a fireplace, a wooden staircase, and large windows.

3. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very good, (10 reviews)
"Had such a nice weekend. Came for a friends wedding, on Labor Day weekend, the price was unmatched!! A few steps from the water. Down the street from the venue. Huge house. Beautiful kitchen. Very clean. Host was very communicative and accommodating. AC in every single room. Perfect weekend."
United States
Monika
The price is NZ$1,294
includes taxes & fees
6 Oct - 7 Oct
Cozy beach hose minutes from Hamptons

4. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Was a decent place. I was only there 1 night. Communication could be better. So could accommodating check in but overall Good"
United States
Patrick H.
The price is NZ$576
includes taxes & fees
28 Sept - 29 Sept
Walk to Beach 2BR Near Dining & Shopping
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

5. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is NZ$468
includes taxes & fees
28 Sept - 29 Sept
Cozy king suite with kitchen and dining area.
A living room with a sofa, armchairs, a coffee table, and a rug.

6. 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 NZ$922
includes taxes & fees
28 Sept - 29 Sept
Peaceful 3BR Garden Cottage Long Island Escape
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

7. 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$1,037
includes taxes & fees
28 Sept - 29 Sept
Modern Vacation home. Close to The Hamptons
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

8. 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$2,511
includes taxes & fees
28 Sept - 29 Sept
Near the Hamptons - Private Pool, Jacuzzi Retreat
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

9. 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$393
includes taxes & fees
13 Oct - 14 Oct
South Shore Studio in Mastic

10. 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, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is NZ$1,134
includes taxes & fees
1 Oct - 2 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A hot tub with two chairs, a pergola, and a wooden deck.

11. 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, (33 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is NZ$3,022
includes taxes & fees
22 Oct - 23 Oct
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

12. 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 NZ$439
includes taxes & fees
5 Oct - 6 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

13. 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 NZ$557
includes taxes & fees
29 Sept - 30 Sept
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

14. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 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$1,693
includes taxes & fees
28 Sept - 29 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool
A dining area with a table set for four, large windows, and a ceiling fan.

15. 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$1,091
includes taxes & fees
20 Oct - 21 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
A restaurant with wicker furniture and large windows overlooking the ocean at sunset.

16. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is NZ$2,463
includes taxes & fees
24 Oct - 25 Oct
North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

17. 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 NZ$594
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma
An outdoor patio area with a grill, seating, and string lights.

18. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (8 reviews)
"Nice little property. Perfect for what we needed. Host was great."
United States
A H.
The price is NZ$593
includes taxes & fees
20 Oct - 21 Oct
Private Apartment on River Ave. close to main st
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

19. 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 NZ$588
includes taxes & fees
6 Oct - 7 Oct
Spacious one Bedroom Apt with private entrance
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

20. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is NZ$2,849
includes taxes & fees
28 Sept - 29 Sept
Jacuzzi year-round - Villa Luz Private Home
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

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

10/10 Excellent
"Rooms were clean, the staff was very accommodating, although the breakfast was very disappointing."
Brian 1-night trip
Posted 6 hours ago
Home2 Suites by Hilton Long Island Brookhaven

Find out more about Wading River

Everything you need to know about Wading River holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wading River holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wading River holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wading River holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wading River. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wading River holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wading River holiday rentals we have selected for you start as low as NZ$574 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wading River rentals

At Expedia, we put the best Wading River holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wading River rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wading River holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wading River. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This holiday home rental outside of Wading River offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 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 games.

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.