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Wading River Holiday Rentals

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Our top choices for Wading River holiday rentals

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is HK$427
HK$3,463 total
includes taxes & fees
12 Jan - 13 Jan 2026
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$427
HK$3,472 total
includes taxes & fees
20 Jan - 21 Jan 2026
Seabreeze #4: Charming Cottage Footsteps to the Beach

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,166
HK$9,891 total
includes taxes & fees
5 Jan - 6 Jan 2026
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Cozy Country Cottage #4

Cozy Country Cottage #4
Miller Place
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is HK$1,166
HK$2,504 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy Country Cottage #4

Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma

Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma
2.0 star property
Ronkonkoma
The price is HK$591
HK$1,074 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fabulous 1-bedroom, 1 bathroom Hotel inspired Room in Ronkonkoma

Peaceful private 2-bedroom house in Bayport.Amazing location!

Peaceful private 2-bedroom house in Bayport.Amazing location!
2.0 star property
Bayport
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
The price is HK$1,360
HK$1,732 total
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful private 2-bedroom house in Bayport.Amazing location!

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is HK$2,399
HK$5,165 total
includes taxes & fees
30 Dec - 31 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

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

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
The price is HK$1,391
HK$4,848 total
includes taxes & fees
30 Dec - 31 Dec
3 Story Beach Waterview, 3 KING bed, golf putting green!

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (23)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is HK$2,238
HK$4,297 total
includes taxes & fees
18 Jan - 19 Jan 2026
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$769
HK$9,882 total
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

South Shore Studio in Mastic

South Shore Studio in Mastic
2.0 star property
Mastic
10.0 out of 10, Exceptional, (2)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is HK$839
HK$1,492 total
includes taxes & fees
30 Dec - 31 Dec
South Shore Studio in Mastic

Cozy and Modern 2-bedroom apartment in lovely Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
Yaphank
The price is HK$1,259
HK$3,170 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy and Modern 2-bedroom apartment in lovely Yaphank

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Center Moriches
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is HK$2,293
HK$4,608 total
includes taxes & fees
11 Jan - 12 Jan 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is HK$874
HK$2,668 total
includes taxes & fees
30 Dec - 31 Dec
Spacious one Bedroom Apt with private entrance

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is HK$1,360
HK$2,069 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy king suite with kitchen and dining area.

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (26)
"Well kept. Small yet comfortable."
United States
Aimee W.
The price is HK$595
HK$1,745 total
includes taxes & fees
1 Jan - 2 Jan 2026
Walk to Beach 2BR Near Dining & Shopping

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
Laurel
10.0 out of 10, Exceptional, (1)
The price is HK$2,331
HK$6,597 total
includes taxes & fees
19 Jan - 20 Jan 2026
Beach cottage, private road, private beach, private mooring, private parking.

Stylish 2BR House Near Stony Brook University and shopping, fully renovated

Stylish 2BR House Near Stony Brook University and shopping, fully renovated
2.0 star property
Stony Brook
10.0 out of 10, Exceptional, (1)
"perfect place"
New Zealand
Akaki G.
The price is HK$2,614
HK$5,242 total
includes taxes & fees
12 Jan - 13 Jan 2026
Stylish 2BR House Near Stony Brook University and shopping, fully renovated

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

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is HK$1,175
HK$2,026 total
includes taxes & fees
4 Jan - 5 Jan 2026
Private 1 bedroom apt in a quiet neighborhood, close to all!

Hottub, ⛳️, htd pool, Sauna, Basketball

Hottub, ⛳️, htd pool, Sauna, Basketball
Mastic
10.0 out of 10, Exceptional, (28)
"Excellent accommodations for a large family gathering.The home is inviting and comfortable. It offers many amenities and the host is very hospitable. "
United States
Maria C.
The price is HK$5,906
HK$14,304 total
includes taxes & fees
30 Dec - 31 Dec
Hottub, ⛳️, htd pool, Sauna, Basketball
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

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
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  • 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!

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Wading River offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Wading River?

Choose from 33 Expedia holiday rentals in Wading River for a memorable holiday.

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 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.