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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Wading River holiday rentals

Terrace/patio

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.6 out of 10, Exceptional, (5 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$861
HK$2,659 total
includes taxes & fees
8 Jul - 9 Jul
The Royal Suite - Ronkonkoma
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (5 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is HK$1,059
HK$1,792 total
includes taxes & fees
1 Jul - 2 Jul
South Shore Studio in Mastic
TV

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 reviews)
The price is HK$882
HK$2,692 total
includes taxes & fees
1 Jul - 2 Jul
Spacious one Bedroom Apt with private entrance
Smart TV, offices

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 HK$674
HK$3,645 total
includes taxes & fees
6 Jul - 7 Jul
Seabreeze #3 Cozy Cottage steps to the beach
Interior

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 HK$1,372
HK$2,105 total
includes taxes & fees
1 Jul - 2 Jul
Cozy king suite with kitchen and dining area.
Interior

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, (27 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$1,129
HK$1,953 total
includes taxes & fees
5 Jul - 6 Jul
Private 1 bedroom apt in a quiet neighborhood, close to all!
Smart TV, table football, books, stereo

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, (25 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$2,101
HK$4,282 total
includes taxes & fees
1 Jul - 2 Jul
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
1 bedroom, iron/ironing board, WiFi, bed sheets

A little Home away from Home

A little Home away from Home
Ronkonkoma
A little Home away from Home
Dining

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, (23 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$2,878
HK$6,746 total
includes taxes & fees
8 Jul - 9 Jul
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (30 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is HK$1,235
HK$2,638 total
includes taxes & fees
8 Jul - 9 Jul
Walk to Beach 2BR Near Dining & Shopping
Beach nearby

Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$674
HK$3,618 total
includes taxes & fees
8 Jul - 9 Jul
Seabreeze 4 Charming Cottage footsteps to beach
Interior

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is HK$2,791
HK$4,833 total
includes taxes & fees
19 Jul - 20 Jul
Charming Rocky Point Home ~ 1 Mi to Beach!
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is HK$3,338
HK$5,892 total
includes taxes & fees
14 Jul - 15 Jul
Modern Vacation home. Close to The Hamptons
Terrace/patio

Waterfront house next to Bellport golf course

Waterfront house next to Bellport golf course
East Patchogue
10.0 out of 10, Exceptional, (16 reviews)
"Our stay was wonderful! Everything was clean and the host was very flexible. We would definitely come again for the summer time"
United States
Depp S.
The price is HK$7,449
HK$12,282 total
includes taxes & fees
7 Jul - 8 Jul
Waterfront house next to Bellport golf course
TV

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
Rocky Point
7.4 out of 10, Good, (3 reviews)
"The house had everything we needed. I was laid out very well. It was comfortable. The outdoor space was nice."
United States
Carol
The price is HK$2,306
HK$4,927 total
includes taxes & fees
19 Jul - 20 Jul
Charming Rocky Point Home ~ 1 Mi to Beach!
Outdoor dining

Hamptons Retreat • Hot Tub • Minutes to Beaches

Hamptons Retreat • Hot Tub • Minutes to Beaches
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"One of the most delightful home away from homes I have ever stayed at. Very relaxing, and convenient to the best of the Hamptons. My highest recommendations."
United States
Daniel H.
The price is HK$6,273
HK$8,734 total
includes taxes & fees
13 Jul - 14 Jul
Hamptons Retreat • Hot Tub • Minutes to Beaches
Smart TV

Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
9.4 out of 10, Exceptional, (6 reviews)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is HK$3,176
HK$4,148 total
includes taxes & fees
2 Jul - 3 Jul
Peaceful private 2-bedroom house in Bayport. Amazing location!
Beach nearby, sun-loungers, beach towels

AIR CONDITIONED 4 Bed/2 Bath Beach House

AIR CONDITIONED 4 Bed/2 Bath Beach House
Fire Island
10.0 out of 10, Exceptional, (24 reviews)
"Had a really enjoyable stay - property was as advertised and Gigi was very responsive to ensure we had a great trip!"
United States
Taylor C.
The price is HK$7,449
HK$11,727 total
includes taxes & fees
20 Jul - 21 Jul
AIR CONDITIONED 4 Bed/2 Bath Beach House
Outdoor dining

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 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$4,995
HK$18,357 total
includes taxes & fees
6 Jul - 7 Jul
Villa Luz Family Home w/ heated pool & jacuzzi
Exterior detail

Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
The price is HK$4,117
HK$6,844 total
includes taxes & fees
27 Jul - 28 Jul
Prime location, walk to all, cozy cottage Westhampton Beach
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

8/10 Good
"We love to stay at this location due to the location and size of the room. We will be going back for sure!"
Jeremy 1-night trip
Posted 6 hours ago
The Bentley Hotel Southampton

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?

Spacious Home Located Close to Stony Brook!: This holiday home rental outside of Wading River offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Wading River?

Choose from 34 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.