Wading River Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Wading River holiday rentals

Property grounds

1. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Place was perfect for our 2 day stay. In town for family event. Was well stocked with kitchen items and bathroom. Outside area was relaxing. Quaint little place. Host communicated well and everything was as expected. Thank you"
United States
Kelly W.
The price is HK$883
HK$2,048 total
includes taxes & fees
15 Nov - 16 Nov
Walk to Beach 2BR Near Dining & Shopping
A patio with a covered seating area, a grill, and a covered table.

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, (29 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 HK$2,224
HK$4,217 total
includes taxes & fees
15 Nov - 16 Nov
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A coastal landscape with a sandy beach, rocky outcrops, and a clear view of the sea under a partly cloudy sky.

3. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.8 out of 10, Good, (13 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is HK$2,725
HK$4,843 total
includes taxes & fees
16 Nov - 17 Nov
Cozy beach hose minutes from Hamptons
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

4. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
8.8 out of 10, Excellent, (9 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,373
HK$1,981 total
includes taxes & fees
15 Nov - 16 Nov
Cozy king suite with kitchen and dining area.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink.

5. 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, (7 reviews)
"This was a great property. Very convenient to where we like to visit. It really had everything we needed for a great weeks stay."
United States
Sherri K.
The price is HK$1,255
HK$2,537 total
includes taxes & fees
1 Dec - 2 Dec
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A garden with a small waterfall, rocks, and statues.

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 HK$1,433
HK$3,699 total
includes taxes & fees
23 Nov - 24 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A patio with a table and chairs, surrounded by a grassy area and trees.

7. Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
9.2 out of 10, Wonderful, (13 reviews)
"Super close to everything and the host was very communicative. Overall, a great experience."
United States
Melissa G.
The price is HK$3,523
HK$6,319 total
includes taxes & fees
26 Nov - 27 Nov
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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.

8. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 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 HK$883
HK$2,442 total
includes taxes & fees
18 Nov - 19 Nov
Spacious one Bedroom Apt with private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

9. 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, (31 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 HK$1,130
HK$1,882 total
includes taxes & fees
16 Nov - 17 Nov
Private 1 bedroom apt in a quiet neighborhood, close to all!
A house with a swimming pool, surrounded by trees and a fenced yard.

10. 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 HK$448
HK$8,927 total
includes taxes & fees
17 Nov - 18 Nov
Jacuzzi year-round - Villa Luz Private Home
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

11. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (2 reviews)
"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 HK$7,025
HK$11,100 total
includes taxes & fees
16 Nov - 17 Nov
Near the Hamptons - Private Pool, Jacuzzi Retreat
Roger’s Beach

12. 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, (4 reviews)
"Property was in easy walking distance from the village which made morning coffee runs a breeze. Very clean accommodations and large back yard."
United States
Matt S.
The price is HK$2,353
HK$4,625 total
includes taxes & fees
24 Nov - 25 Nov
Prime location, walk to all, cozy cottage Westhampton Beach
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

13. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is HK$470
HK$3,563 total
includes taxes & fees
15 Nov - 16 Nov
Steps to the beach | Seabreeze Cottage #3
A modern kitchen with a central island, dark cabinetry, and a stainless steel refrigerator.

14. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$2,252
HK$4,088 total
includes taxes & fees
16 Nov - 17 Nov
Modern Vacation home. Close to The Hamptons
A hot tub with two chairs, a pergola, and a wooden deck.

15. 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, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is HK$2,353
HK$11,678 total
includes taxes & fees
1 Dec - 2 Dec
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

16. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$946
HK$2,640 total
includes taxes & fees
25 Nov - 26 Nov
The Royal Suite - Ronkonkoma
A modern building with large windows overlooking a beach.

17. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is HK$708
HK$9,749 total
includes taxes & fees
15 Nov - 16 Nov
Beachfront Jacuzzi All Year - Black Swan Home
A paved outdoor area with a white fence, a small tree, and a gate.

18. Cozy 1-bedroom apartment in charming Centereach with AC

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is HK$1,098
HK$1,766 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 1-bedroom apartment in charming Centereach with AC
A two-story house with a well-maintained lawn and a flag in the center.

19. 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 HK$1,718
HK$5,046 total
includes taxes & fees
18 Nov - 19 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A two-story house with a swimming pool in the foreground.

20. 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, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is HK$13,148
HK$20,632 total
includes taxes & fees
15 Nov - 16 Nov
5 Bedrooms! 4 Min to the Beach! HEATED 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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Cottage image
Cottages
Cottages

Find out more about Wading River

Search for holiday rentals in Wading River on Expedia! You can easily find your home rentals, villas, holiday apartments in Wading River using one of the methods below:

  • View our selection of featured holiday rentals in Wading River
  • Use the map to find apartments and other holiday homes in the Wading River neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wading River while they last

Look no further and take a look at our great range of rental properties in Wading River!

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.