Photo by Ellen Conroy

Wading River Vacation Rentals

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Check prices for these dates

Tonight
Jun 16 - Jun 17
Tomorrow
Jun 17 - Jun 18
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Wading River

Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
The price is ￥247,181
￥299,348 total
includes taxes & fees
Jul 14 - Jul 15
Canoe Place Waterfront Residences
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
Living area

Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat

10.0 out of 10, Exceptional, (1)
"We spent two nights at Roman’s house and it was perfect for our needs. He was communicative and helpful when any questions arose and explained everything perfectly to help make our stay a pleasant one. I highly recommend staying here!"
Meets Modern Comfort in This 3-Bedroom Long Island Sound Retreat
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
Fridge, microwave, oven, stovetop

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (87)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
The price is ￥79,239
￥136,292 total
includes taxes & fees
Jul 7 - Jul 8
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (181)
"Everything was amazing, the house is beautiful and very spacious, and the host was very friendly! I would 100% stay here again! "
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Private kitchen

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

The price is ￥22,475
￥32,920 total
includes taxes & fees
Jun 17 - Jun 18
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Pool

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (36)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is ￥25,789
￥61,727 total
includes taxes & fees
Jul 2 - Jul 3
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Interior

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 ￥18,801
￥24,774 total
includes taxes & fees
Jun 18 - Jun 19
Quiet Bayside cottage. 10 minutes to beach, 15 minutes to shopping.
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (26)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
The price is ￥38,251
￥86,004 total
includes taxes & fees
Jun 17 - Jun 18
Location and views! Located directly on Shinnecock Bay!
10 Bedroom Hampton House with a regulation size Pickleball court
Pool

10 Bedroom Hampton House with a regulation size Pickleball court

9.8 out of 10, Exceptional, (26)
"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 court
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (13)
"a little hard to find: hint, look for the address on the garbage cans, because the addresses get a bit wonky further down the block, but this is a lovely spot on the north shore if all you're looking for is a clean bed on a quiet street, and the two bedrooms are so much better for friends or families than would be two rooms in the hotel by the highway -- oh, and there's a nice bagel place just north of the Starbucks on the corner of 25A"
The price is ￥20,098
￥44,527 total
includes taxes & fees
Jun 17 - Jun 18
Walk to Beach 2BR Near Dining & Shopping
Private 1 bedroom apt in a quiet neighborhood, close to all!
Fridge, microwave, oven, stovetop

Private 1 bedroom apt in a quiet neighborhood, close to all!

9.6 out of 10, Exceptional, (21)
"Property is close to Stony Brook University and was very comfortable and clean. Would definitely stay here again."
The price is ￥19,449
￥34,238 total
includes taxes & fees
Jun 22 - Jun 23
Private 1 bedroom apt in a quiet neighborhood, close to all!
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Smart TV, Netflix, Hulu, toys

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (6)
"Property manager was very attentive to our needs and replied to all msgs in a very timely fashion. There were a couple things that needed tending to when we arrived and he took care of it immediately. Despite having parking on the street, it was never an issue and often got the spot that was right next to the house. The beach was directly across the street and was clean with friendly neighbors! Although there is a sign stating no dogs or animals allowed on the beach, there were many dogs on the...
The price is ￥49,992
￥90,101 total
includes taxes & fees
Jun 17 - Jun 18
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
1856 Trading House w/ walk to water
Smart TV, DVD player, books

1856 Trading House w/ walk to water

9.6 out of 10, Exceptional, (45)
"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
Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...
Terrace/patio

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...

Chic Hampton Bays escape with private pool, expansive sundeck, and seamless...
Southampton cozy cottage by the beach
Private kitchen

Southampton cozy cottage by the beach

The price is ￥28,670
￥84,439 total
includes taxes & fees
Jun 26 - Jun 27
Southampton cozy cottage by the beach
Summer getaway
Outdoor pool, a heated pool

Summer getaway

9.2 out of 10, Wonderful, (10)
"Beautiful home with a beautiful pool"
Summer getaway
Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard
Fridge, microwave, oven, stovetop

Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard

10.0 out of 10, Exceptional, (1)
"Very relaxing and neat place for a family gateway "
The price is ￥210,119
￥332,238 total
includes taxes & fees
Jul 3 - Jul 4
Hamptons Oasis! Huge Heated Pool, Games, Fenced Yard
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Fridge, microwave, oven, stovetop

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Cozy Country Cottage #3
Interior

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (20)
"This is our second time and the cottages are well equipped with everything you need. They are very cozy, we especially enjoyed the fireplace/heater in the cool evenings."
The price is ￥21,611
￥46,256 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Country Cottage #3
Charming and Bright Cottage with Salt Water Pool
Smart TV

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (5)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool
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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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 OPEN,Beach,Fam Fr: 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 35 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.