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Wading River Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Wading River

Spacious Home Located Close to Stony Brook!
Property grounds

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
The price is ￥46,675
￥104,599 total
includes taxes & fees
Oct 10 - Oct 11
Spacious Home Located Close to Stony Brook!
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Smart TV, fireplace, video games, stereo

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (99)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥30,092
￥73,259 total
includes taxes & fees
Oct 2 - Oct 3
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is ￥16,718
￥41,004 total
includes taxes & fees
Oct 1 - Oct 2
Walk to Beach 2BR Near Dining & Shopping
10 Bedroom Hampton House with a regulation size Pickleball court
Pool

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
10 Bedroom Hampton House with a regulation size Pickleball court
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
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is ￥50,821
￥95,414 total
includes taxes & fees
Oct 1 - Oct 2
Modern Vacation home. Close to The Hamptons
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, (190)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is ￥73,557
￥131,068 total
includes taxes & fees
Oct 2 - Oct 3
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

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

9.6 out of 10, Exceptional, (136)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
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, (7)
"My best friend and I wanted to get out of the city with our pups for a long weekend, and this was absolutely the perfect place to do that! Robert was accommodating, kind, and quick to respond. And the neighborhood/community is adorable, friendly, and low key. Being literally steps from the beach was beyond amazing, and being able to sit on the front patio and get the breeze/view was unmatched! Can’t wait to come back again! "
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Beautiful historic home in Stony Brook!
Interior

Beautiful historic home in Stony Brook!

2.0 star property
8.4 out of 10, Very Good, (15)
"Was a great place is a small town. Everything was clean and nice just wish there was a small sheer curtain in the bathroom where you shower. "
Beautiful historic home in Stony Brook!
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very Good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is ￥74,151
￥133,954 total
includes taxes & fees
Oct 1 - Oct 2
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Outdoor pool, a heated pool

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

9.4 out of 10, Exceptional, (73)
"Enjoyed our time. Thank you "
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Private beach on a fenced in property sunset views
Terrace/patio

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
Private beach on a fenced in property sunset views
Summer getaway
Outdoor dining

Summer getaway

8.8 out of 10, Excellent, (13)
"Beautiful home with a beautiful pool"
Summer getaway
Charming 3 Bedroom Beach Front Cottage
Outdoor dining

Charming 3 Bedroom Beach Front Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
Charming 3 Bedroom Beach Front Cottage
Tranquil Stay
Fridge, microwave, oven, stovetop

Tranquil Stay

10.0 out of 10, Exceptional, (6)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
The price is ￥49,038
￥87,944 total
includes taxes & fees
Oct 27 - Oct 28
Tranquil Stay
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

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

9.4 out of 10, Exceptional, (41)
"Really enjoyed our stay here and had a wonderful time exploring the area."
The price is ￥22,141
￥57,894 total
includes taxes & fees
Oct 15 - Oct 16
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Interior

3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches

6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
The price is ￥56,137
￥103,017 total
includes taxes & fees
Oct 2 - Oct 3
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Exterior

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (20)
"My group of 20 had a great stay here. Place is beautifully and as pictured. Host was responsive and happy to help with anything. Would book again."
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is ￥35,441
￥49,151 total
includes taxes & fees
Oct 6 - Oct 7
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic 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

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

10/10 Excellent
"I’ve stayed in this hotel several times and have always found it clean and quiet with a friendly staff. "
Michael 2-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

Find out more about Wading River

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Located Close to Stony Brook!: This vacation home rental near Wading River offers a patio, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Wading River?

Choose from 34 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.