Photo by Ellen Conroy

Holiday Rentals in Wading River

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Holiday Rentals in Wading River

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

9.4 out of 10, Exceptional, (17)
"Overall 👍👍👍👍 Perfect area and vicinity to our wedding venue very nice neighborhood house was perfect unfortunately had to leave a day early due to New York City Marathon. ** Will definitely try to rent in the summer months"
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

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

Unique location fenced in private beach

10.0 out of 10, Exceptional, (6)
"In town for a funeral. Provided everything we needed for this unforeseen situation. Very clean. "
The price is €728
includes taxes & fees
23 Feb - 24 Feb
Unique location fenced in private beach

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (168)
"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."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

10.0 out of 10, Exceptional, (14)
"We recently had the joy of staying here with family meeting from different parts of New York and New Jersey. House is beautiful, location is quiet and peaceful with a great view of the bay. Nearby to some great Long Island beaches. Loved the pool and amenities of the home. Faraz was an excellent host and extremely responsive to our needs "
The price is €1,618
includes taxes & fees
18 Feb - 19 Feb
Elegant Villa Retreat w/ Pool, 2 Hot Tubs, & Entertainment

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (31)
"The mansion is beautiful, with large rooms in the upstairs bedrooms. The 2 bedrooms in the basement were a bit small and a bit Spartan. The fireplace room had 4 remotes, none of which worked the large screen tv, and half of the bedrooms had remotes that did not work the tv's. The kitchen silverware drawer was filthy, requiring my wife to clean the draw and was the silverware. The pocket door in the kitchen was off the track (not a big issue), however it requires repairing, The lower draw in the...
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

10.0 out of 10, Exceptional, (21)
"It was a very nice experience staying there. The owner replied to our questions pretty fast. I love the backyard, but unfortunately, it is too cold to stay outside during the winter. I would definitely recommend this house and we will try and go back in a warmer season!"
The price is €720
includes taxes & fees
18 Feb - 19 Feb
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Spacious Home Located Close to Stony Brook!

7.4 out of 10, Good, (13)
"Great stay great people great costumer care definitely reccomend"
The price is €703
includes taxes & fees
18 Feb - 19 Feb
Spacious Home Located Close to Stony Brook!

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

10.0 out of 10, Exceptional, (29)
"We enjoyed a year end visit at Jean Marc's beautiful home. There were incredible water views from the floor to ceiling windows in the living room and the master bedroom. The house was clean, comfortable and well furnished. In particular, the kitchen was stocked with everything you need for preparing family meals. Jean Marc was a very responsive and accommodative host!"
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

9.8 out of 10, Exceptional, (57)
"My friends, partner and I stayed over Columbus day weekend and were pleasantly surprised with the heated pool still being open, which was a huge highlight. The house was super clean and had everything you would need. We did have a minor issue with the hot water not working in the cottage, but other than that everything was great and we would defintely stay again!"
Westhampton Beach Oceanfront, 4 Bedrooms, Pool. Super Clean. Relax and Chill.

Waterfront house next to Bellport golf course

10.0 out of 10, Exceptional, (10)
"This was our second time staying at this home and we will definitely be returning. Great spot for a family getaway and cannot beat being right on the water. House had everything we needed."
Waterfront house next to Bellport golf course

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (127)
"Wonderful throw back beach house..nothing fancy but very comfortable and the views are amazing! Loved spending our Christmas Holiday relaxing by the bay..and the year round hot tub was up and running when we got there! Perfect spot..will definitely go back next year! "
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.6 out of 10, Excellent, (10)
"The place was nice for our time with family for a holiday celebration. Our favorite space was the kitchen dining area which was large and well equipped. There was an issue with the heat upstairs; the hosts endeavored to respond to the problem in a timely manner. (Owners were on site for some of our stay, but it did not affect our activities.) Furniture comfortable....most rooms very lightly furnished. I would recommend bringing extra bedding as most beds only had a light quilt without sheets or...
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

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

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

10.0 out of 10, Exceptional, (5)
"Perfect getaway for a group of ladies spending a snowy night catching up away from our spouses and kids. Cozy fireplace, beautiful home, ample space and in a great location. Highly recommend!"
The price is €922
includes taxes & fees
24 Feb - 25 Feb
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (14)
"Very clean and comfortable "
The price is €276
includes taxes & fees
18 Feb - 19 Feb
Cozy Country Cottage #3

Beautiful Hamptons home close to beaches, shopping, & restaurants!

10.0 out of 10, Exceptional, (8)
"Had a great stay! Everything about the stay was perfect. Place was all that we expected and more. Host was easy to reach and very responsive. "
Beautiful Hamptons home close to beaches, shopping, & restaurants!

Ocean Front Beach House with Private Beach Access - Newly Renovated!

10.0 out of 10, Exceptional, (13)
"Wonderful week at this beautiful home! Great space, comfortable furniture, well equipped. Breathtaking sunrises AND sunsets. Highly recommend this home !"
Ocean Front Beach House with Private Beach Access - Newly Renovated!

Cheerful 6-bedroom residential home with pool and jacuzzi. Short walk to the bay

10.0 out of 10, Exceptional, (5)
"We enjoyed our family time here. There were a few minor issues that Chris responded to quickly and agreed to address before the next group stayed here. The majority of the house is new and very comfortable. The dinning room area and cottage room are part of the original part of the house and not as bright and cheery as the rest of the home. Overall a very comfortable stay here. "
Cheerful 6-bedroom residential home with pool and jacuzzi. Short walk to the bay

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

9.6 out of 10, Exceptional, (96)
"House was ideal for our extended family for thanksgiving weekend."
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger
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

Hyatt Regency Long Island

3.5 star property
8.2 out of 10, Very good, (1006)
"Very good"
The price is €138
includes taxes & fees
2 Mar - 3 Mar
Hyatt Regency Long Island

Hampton Inn Long Island-Brookhaven

2.5 star property
8.6 out of 10, Excellent, (1015)
"Fantastic stay. Loved everything about the property "
The price is €106
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Long Island-Brookhaven

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

2.5 star property
6.8 out of 10, (1177)
"It would have been nice to have more than one chair in the room"
The price is €99
includes taxes & fees
19 Feb - 20 Feb
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 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?

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms: This holiday home rental outside of Wading River offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wading River?

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

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 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.