Photo by Ellen Conroy

Wading River Vacation Rentals

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Vacation Rentals in Wading River

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Property was a great home base for a weekend getaway. Location and accommodations were great."
The price is CA $414
CA $833 total
includes taxes & fees
May 6 - May 7
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
Location and views! Located directly on Shinnecock Bay!

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

10.0 out of 10, Exceptional, (6)
"Robert was an amazing host..We had an incredible New Year’s Eve…We are already planning our next trip back… "
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (76)
"A gorgeous and peaceful setting for a wonderful week with family. Thank you so much for a fantastic stay - and looking forward to visiting again in the future."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball

Beach Apt. Wineries, Shopping, Dining

6.2 out of 10, (12)
"It was a decent place to stay."
The price is CA $214
CA $458 total
includes taxes & fees
May 13 - May 14
Beach Apt. Wineries, Shopping, Dining

2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

7.8 out of 10, Good, (10)
"Quite and convenient great place to stay "
2 bedroom apartment minutes away from Gambling, Bars, Restaurants, Water Park...

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (42)
"We've stayed here twice when visiting family in town, it's a lovely space and very welcoming."
1856 Trading House w/ walk to water

Heated pool fenced in private escape!

9.6 out of 10, Exceptional, (17)
"The house was so nice and private, my friends and I loved it and found it perfect. The pool and hot tub were great and the backyard was gorgeous "
Heated pool fenced in private escape!

Beautiful Private Studio Apartment!

9.6 out of 10, Exceptional, (5)
"Overall stay was nice."
Beautiful Private Studio Apartment!

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (16)
"This place was clean and comfortable, just what we needed."
The price is CA $294
CA $922 total
includes taxes & fees
May 28 - May 29
3 Story Beach Waterview, 3 KING bed, golf putting green!

Waterfront Home w/ Large Deck & Dock on Narrow Bay

9.0 out of 10, Wonderful, (11)
"Beautiful location, property was clean and as listed. We are already thinking of staying another time. Our contract, Chris, was great, friendly and informative."
Waterfront Home w/ Large Deck & Dock on Narrow Bay

Spacious Home Located Close to Stony Brook!

6.8 out of 10, (15)
"Great stay great people great costumer care definitely reccomend"
The price is CA $552
CA $1,127 total
includes taxes & fees
May 16 - May 17
Spacious Home Located Close to Stony Brook!

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Akasa Ocean Front Oasis- Seasonal Pool, Grill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with a bunch of space and great amenities and location. "
Akasa Ocean Front Oasis- Seasonal Pool, Grill

Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

9.8 out of 10, Exceptional, (17)
"Really great, enjoyed the time there."
Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (176)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
The price is CA $685
CA $1,245 total
includes taxes & fees
May 4 - May 5
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Cozy Hampton Bays getaway!

9.4 out of 10, Exceptional, (8)
"We has a great stay with a very kind host who gave us recommendations and checked in via text. "
Cozy Hampton Bays getaway!

Spacious one Bedroom Apt with private entrance

6.8 out of 10, (3)
"My husband, two boys (6 & 11) and I stayed in this quaint, little, clean apartment for four nights. They provided coffee, creamer and bathroom necessities. It was perfect for a short stay. When we did need something the owner was quick to reply and get it to us. If need be we will stay here again."
The price is CA $172
CA $537 total
includes taxes & fees
May 12 - May 13
Spacious one Bedroom Apt with private entrance

Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.

8.4 out of 10, Very good, (11)
"Wonderful location, love the brine scented air & cattails. Perfect location for us to easily visit family. Really enjoyed the relaxing weekend. Will definitely try to stay there again. "
The price is CA $200
CA $260 total
includes taxes & fees
May 9 - May 10
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
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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Other types of properties in Wading River you may be interested in

Hampton Inn Long Island-Brookhaven

2.5 star property
8.8 out of 10, Excellent, (1054)
"Great location "
The price is CA $164
CA $188 total
includes taxes & fees
May 4 - May 5
Hampton Inn Long Island-Brookhaven

Hyatt Regency Long Island

4.0 star property
8.2 out of 10, Very good, (1004)
"Great hotel "
The price is CA $163
CA $186 total
includes taxes & fees
May 4 - May 5
Hyatt Regency Long Island

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3.0 star property
6.8 out of 10, (1190)
"Love staying at this property! Just wish they had a decent breakfast! "
The price is CA $135
CA $154 total
includes taxes & fees
May 6 - May 7
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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.

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?

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons: This vacation home near Wading River offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals are there in Wading River?

Choose from 36 Expedia vacation rentals in Wading River for a memorable vacation.

What’s there to see and do in Wading River?

Deep Pond and Wading River Landing 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.