Wading River Vacation Rentals

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Our top choices for Wading River vacation homes

1. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
7.8 out of 10, Good, (13 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is CA $507
CA $885 total
includes taxes & fees
Nov 16 - Nov 17
Cozy beach hose minutes from Hamptons

2. 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, (29 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 CA $400
CA $759 total
includes taxes & fees
Nov 30 - Dec 1
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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 CA $258
CA $666 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful 3BR Garden Cottage Long Island Escape

4. Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
9.2 out of 10, Wonderful, (13 reviews)
"Super close to everything and the host was very communicative. Overall, a great experience."
United States
Melissa G.
The price is CA $634
CA $1,128 total
includes taxes & fees
Nov 12 - Nov 13
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

5. 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 CA $86
CA $1,600 total
includes taxes & fees
Nov 12 - Nov 13
Jacuzzi year-round - Villa Luz Private Home

6. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (2 reviews)
"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 CA $1,270
CA $2,007 total
includes taxes & fees
Nov 12 - Nov 13
Near the Hamptons - Private Pool, Jacuzzi Retreat

7. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $405
CA $766 total
includes taxes & fees
Nov 12 - Nov 13
Modern Vacation home. Close to The Hamptons

8. 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, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $426
CA $2,112 total
includes taxes & fees
Dec 1 - Dec 2
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

9. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is CA $95
CA $1,716 total
includes taxes & fees
Nov 12 - Nov 13
Beachfront Jacuzzi All Year - Black Swan Home

10. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $166
CA $470 total
includes taxes & fees
Nov 25 - Nov 26
The Royal Suite - Ronkonkoma

11. 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 CA $301
CA $896 total
includes taxes & fees
Nov 17 - Nov 18
3 Story Beach Waterview, 3 KING bed, golf putting green!

12. 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 CA $2,378
CA $3,731 total
includes taxes & fees
Nov 12 - Nov 13
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

13. Stony Brook Village 3BR ranch, fire pit

Stony Brook Village 3BR ranch, fire pit
Stony Brook
The price is CA $695
CA $1,465 total
includes taxes & fees
Nov 12 - Nov 13
Stony Brook Village 3BR ranch, fire pit

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 CA $381
CA $771 total
includes taxes & fees
Nov 12 - Nov 13
Immaculate Waterfront 2 bedroom!

15. Historic Home near Stony Brook Village & Beach

Historic Home near Stony Brook Village & Beach
Stony Brook
7.4 out of 10, Good, (3 reviews)
"V1 church was nearby "
United States
david w.
The price is CA $648
CA $1,145 total
includes taxes & fees
Nov 12 - Nov 13
Historic Home near Stony Brook Village & Beach

16. 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 CA $254
CA $316 total
includes taxes & fees
Nov 22 - Nov 23
Peaceful private 2-bedroom house in Bayport. Amazing location!

17. 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)
"Very nice house, pool was heated and fit my group of people perfectly"
United States
Christina M.
The price is CA $1,525
CA $2,416 total
includes taxes & fees
Nov 12 - Nov 13
Elegant 5-Bedroom Hamptons Home with Private Pool

18. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Breakwater Estate: Heated Saltwater Pool, Sleeps 12
Mattituck
10.0 out of 10, Exceptional, (39 reviews)
"House has so much character, I rent 7-8 weeks per year and every home is different.This house is the most organized I have ever been in but also the most character.Every room brings you to different place, the furniture is beautiful. Home is spacious.Grounds are larger than most in the Hamptons. Pool is spectacular!"
United States
Frank T.
The price is CA $911
CA $1,957 total
includes taxes & fees
Dec 1 - Dec 2
Breakwater Estate: Heated Saltwater Pool, Sleeps 12

19. 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 CA $1,694
CA $2,102 total
includes taxes & fees
Nov 13 - Nov 14
Cozy Hamptons Escape 3BR Minutes From Beach!

20. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Ronkonkoma
3.0 out of 10, (2 reviews)
"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "
United States
Mitania L.
The price is CA $695
CA $1,125 total
includes taxes & fees
Nov 13 - Nov 14
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
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.

Learn more about Wading River

Quiet beaches along Long Island's North Shore invite you to relax with a book or hunt for seashells at low tide. Duck Pond Day festival brings locals together each September with live music, while nearby Wildwood State Park offers scenic hiking trails.

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

Top reviews in Wading River

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