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

Wading River Vacation Rentals

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Our top choices for Wading River vacation rentals

1. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (22 reviews)
"Clean and comfortable. Very quiet and pleasant place to stay."
United States
Gene
The price is CA $153
CA $430 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful Private Studio Apartment!

2. Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.

Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.
Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Super clean had everything we needed and super close to east wind!"
United States
Karina R.
The price is CA $158
CA $482 total
includes taxes & fees
Oct 15 - Oct 16
Comfy, private one Bedroom Apartment with full kitchen, living room, full bath.

3. 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 CA $224
CA $477 total
includes taxes & fees
Oct 8 - Oct 9
Walk to Beach 2BR Near Dining & Shopping

4. 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 CA $388
CA $780 total
includes taxes & fees
Oct 8 - Oct 9
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

5. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.2 out of 10, Very good, (11 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is CA $585
CA $1,028 total
includes taxes & fees
Oct 13 - Oct 14
Cozy beach hose minutes from Hamptons

6. 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 CA $249
CA $380 total
includes taxes & fees
Oct 11 - Oct 12
Cozy king suite with kitchen and dining area.

7. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (7 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $192
CA $322 total
includes taxes & fees
Oct 13 - Oct 14
South Shore Studio in Mastic

8. 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 $260
CA $703 total
includes taxes & fees
Oct 8 - Oct 9
Peaceful 3BR Garden Cottage Long Island Escape

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 $205
CA $451 total
includes taxes & fees
Oct 20 - Oct 21
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

10. 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 $160
CA $485 total
includes taxes & fees
Oct 8 - Oct 9
Spacious one Bedroom Apt with private entrance

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 $205
CA $356 total
includes taxes & fees
Oct 11 - Oct 12
Private 1 bedroom apt in a quiet neighborhood, close to all!

12. 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 CA $122
CA $653 total
includes taxes & fees
Oct 12 - Oct 13
Steps to the beach | Seabreeze Cottage #3

13. 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 $165
CA $489 total
includes taxes & fees
Oct 12 - Oct 13
The Royal Suite - Ronkonkoma

14. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (6 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $459
CA $874 total
includes taxes & fees
Oct 8 - Oct 9
Modern Vacation home. Close to The Hamptons

15. 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 CA $159
CA $2,319 total
includes taxes & fees
Oct 12 - Oct 13
Jacuzzi year-round - Villa Luz Private Home

16. 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 $1,273
CA $2,112 total
includes taxes & fees
Oct 8 - Oct 9
Near the Hamptons - Private Pool, Jacuzzi Retreat

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

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is CA $227
CA $295 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 1-bedroom apartment in charming Centereach with AC

18. 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 $263
CA $895 total
includes taxes & fees
Nov 3 - Nov 4
3 Story Beach Waterview, 3 KING bed, golf putting green!

19. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
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 CA $568
CA $1,062 total
includes taxes & fees
Oct 19 - Oct 20
Prime location, walk to all, cozy cottage WHB

20. 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 CA $711
CA $2,211 total
includes taxes & fees
Oct 22 - Oct 23
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
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 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.

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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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental near Wading River offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.