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Wading River Vacation Rentals

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Vacation Rentals in Wading River

Outdoor pool, a heated pool
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
10.0 out of 10, Exceptional, (22)
"Celebrated the holidays with my grown children to be near my dad and brother. The house is lovely. We had a wonderful time. My daughter suggested we come back in the summertime to take advantage of the amenities - beautiful pool and nearby beaches. Highly recommend!!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!
Sun loungers, beach towels
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (145)
"We had an amazing time at Mark's house. The home is clean and well maintained with many amenities that made the weekend extra special (cool nights by the fire pit were especially awesome)! Mark gave detailed directions about the house and provided us with lots of information about the neighborhood. Plenty of space for all 12 of us to be together. Highly recommend this rental!"
The price is CA $676
CA $1,076 total
includes taxes & fees
May 29 - May 30
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
On the beach, sun loungers, beach towels
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
10.0 out of 10, Exceptional, (46)
"Traveling with family and dog... private walk to the beach, stylish but simple, comfortable beds, clean and organized, responsive management... 2 bedrooms downstairs, one entire 2nd floor master bedroom / entertaining space upstairs, and an attached 'cottage' king studio that is attached to the main house."
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.
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Fridge, microwave, oven, stovetop
Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (153)
"Lovely home! Beautiful view! House has everything you need."
Fabulous Waterfront Property in the Heart of Wine Country
Beach nearby, sun loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (7)
"The house was amazing, the location was perfect I could see the ocean from the living room. The only issues were the flooded roads and a few lights with dead bulbs but the flooding is understandable since its so close to the ocean. Overall we had a great time and would definitely come back."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Exterior
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (74)
"We had a wonderful time. Loved the house, the location, walks on the beach and watching deer pass by the home on a daily basis. The house is a little worn but many older beach homes are like this. The steps up to main entrance may be a challenge for the elderly or anyone mobility limited. The dishwasher needs to be upgraded. A few minor issues when we first arrived were readily taken care of by the owner who responded quickly."
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (66)
"We booked for a mini-getaway and the place was absolutely perfect. The wonderful decor, layout and the unique setting made it a perfect little vacation for our family!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Beach towels
⭐️Modern Farmhouse Long Island Wine Country🍷
10.0 out of 10, Exceptional, (13)
"We attended a family event and were looking for a home that could accommodate our family and this home fit the bill perfectly. It is in a lovely setting with all the charm and comfort you can expect. The home is updated with modern amenities and is well appointed. We really enjoyed the quiet setting, as well as easy and short drive to access shopping, dining, and more."
⭐️Modern Farmhouse Long Island Wine Country🍷
Smart TV, fireplace, books, printers
Spectacular Beachfront Contemporary ~ Wine Country
10.0 out of 10, Exceptional, (151)
"Lovely home, right on the bay, super clean, very well , wonderful owner."
Spectacular Beachfront Contemporary ~ Wine Country
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is CA $253
CA $752 total
includes taxes & fees
May 16 - May 17
3 Story Beach Waterview, 3 KING bed, golf putting green!
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Fridge, microwave, oven, stovetop
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
9.8 out of 10, Exceptional, (16)
"This property was just what my family and I were looking for. A quaint and quiet house with a small town feel. We stayed for NYE hoping to get away from the loud chaos we’re typically faced with at home and this location fit the bill. Pros: I’m not sure how this changes in the summer months but things were mostly quiet. There are restaurants, coffee, and food shopping all within a 5 minute drive. The home itself is pretty small, so for the 4 of us- husband, 17y/o, 9 y/o, and myself, it was...
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
Smart TV, fireplace, smart speakers
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Outdoor pool, a heated pool
Summer getaway
9.6 out of 10, Exceptional, (5)
"We had a great stay at the house! It was much larger than we even expected and came outfitted with everything you could need for a weekend away in July. Our host was super communicative and flexible. The pool is perfect and the location is ideal for a comprehensive weekend away in the Hamptons. We will be back- thank you again!"
Summer getaway
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is CA $1,092
CA $1,404 total
includes taxes & fees
May 17 - May 18
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is CA $180
CA $312 total
includes taxes & fees
May 20 - May 21
Private 1 bedroom apt in a quiet neighborhood, close to all!
Pool
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
9.4 out of 10, Exceptional, (60)
"The house was simply wonderful. It was clean and very roomy. There are many rooms in this house. The yard is to die for. We were so happy that we chose this place. The owner is wonderful and she was very easy to work with."
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Smart TV
Location and views! Located directly on Shinnecock Bay!
9.2 out of 10, Wonderful, (11)
"Since I stay for 2 days only it was fine. Check the shades , toilet paper and more towels. "
Location and views! Located directly on Shinnecock Bay!
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See all available properties in Wading River
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.

Other types of properties in Wading River you may be interested in

On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
Gazebo
Hampton Inn Long Island-Brookhaven
2.5 star property
8.6 out of 10, Excellent, (1003)
"Went back to the hotel after I did not feel safe in the next hotel I had to drive to. This is a good-value, safe and clean hotel"
The price is CA $148
CA $169 total
includes taxes & fees
May 27 - May 28
Hampton Inn Long Island-Brookhaven
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.

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.

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?

Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres : This vacation home rental near Wading River is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Wading River?

Choose from 41 Expedia vacation rentals in Wading River for a memorable vacation.

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

Wildwood State Park and Wading River Landing are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Duck Pond Park and Police Officers Memorial Park.

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.

Recent reviews of Wading River properties
Expedia verified reviews