A rocky shoreline with waves crashing onto the beach, a house on stilts, and a forested hillside in the background.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Wading River vacation homes

A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

1. 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, (28 reviews)
"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 AED 883
AED 1,873 total
includes taxes & fees
7 Oct - 8 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A spacious living area with a fireplace, a wooden staircase, and large windows.

2. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.2 out of 10, Very good, (11 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is AED 1,511
AED 2,691 total
includes taxes & fees
13 Oct - 14 Oct
Cozy beach hose minutes from Hamptons
A living room with a sofa, armchairs, a coffee table, and a rug.

3. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is AED 671
AED 1,820 total
includes taxes & fees
7 Oct - 8 Oct
Peaceful 3BR Garden Cottage Long Island Escape
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

4. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is AED 3,289
AED 5,466 total
includes taxes & fees
7 Oct - 8 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

5. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is AED 440
AED 1,287 total
includes taxes & fees
12 Oct - 13 Oct
The Royal Suite - Ronkonkoma
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

6. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (6 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AED 1,253
AED 2,338 total
includes taxes & fees
18 Oct - 19 Oct
Modern Vacation home. Close to The Hamptons
A dining area with a table set for four, large windows, and a ceiling fan.

7. 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, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AED 680
AED 2,321 total
includes taxes & fees
3 Nov - 4 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

8. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 320
AED 5,783 total
includes taxes & fees
7 Oct - 8 Oct
Jacuzzi year-round - Villa Luz Private Home
A hot tub with two chairs, a pergola, and a wooden deck.

9. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (33 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AED 1,837
AED 5,615 total
includes taxes & fees
22 Oct - 23 Oct
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Roger’s Beach

10. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is AED 1,469
AED 2,757 total
includes taxes & fees
19 Oct - 20 Oct
Prime location, walk to all, cozy cottage WHB
A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is AED 518
AED 4,530 total
includes taxes & fees
12 Oct - 13 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

12. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is AED 1,570
AED 2,696 total
includes taxes & fees
7 Oct - 8 Oct
Tranquil Stay
A modern living room with a grey sofa, round coffee table, and a white fireplace.

13. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is AED 7,695
AED 11,926 total
includes taxes & fees
18 Oct - 19 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

14. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AED 992
AED 2,111 total
includes taxes & fees
18 Oct - 19 Oct
Immaculate Waterfront 2 bedroom!
A rocky beach with clear water and a forested hillside in the background.

15. North Fork Fall Escape—Vineyards, Apple Picking & Greenport

North Fork Fall Escape—Vineyards, Apple Picking & Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is AED 2,204
AED 5,036 total
includes taxes & fees
24 Oct - 25 Oct
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

16. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is AED 1,653
AED 3,596 total
includes taxes & fees
20 Oct - 21 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AED 826
AED 1,078 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

18. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is AED 4,408
AED 5,753 total
includes taxes & fees
31 Oct - 1 Nov
Cozy Hamptons Escape 3BR Minutes From 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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The rooms have recently been renovated and are very well designed."
Frank 1-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

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