A sandy beach path with wooden fences on either side leading to the ocean.

Hampton Bays Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hampton Bays vacation homes

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

1. 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 $160
CA $2,393 total
includes taxes & fees
Oct 28 - Oct 29
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

2. 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 CA $155
CA $1,700 total
includes taxes & fees
Oct 13 - Oct 14
Beachfront Jacuzzi All Year - Black Swan Home
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

3. 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 $385
CA $816 total
includes taxes & fees
Oct 13 - Oct 14
Immaculate Waterfront 2 bedroom!
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

4. 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 CA $642
CA $1,396 total
includes taxes & fees
Oct 13 - Oct 14
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

5. 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 $1,711
CA $2,228 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Hamptons Escape 3BR Minutes From Beach!
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

6. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is CA $244
CA $855 total
includes taxes & fees
Oct 13 - Oct 14
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Roger’s Beach

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

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (4 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is CA $570
CA $1,070 total
includes taxes & fees
Oct 19 - Oct 20
Prime location, walk to all, cozy cottage WHB
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

8. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is CA $642
CA $1,582 total
includes taxes & fees
Oct 13 - Oct 14
Minutes from the beach, brand new 4 bedroom
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

9. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (55 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is CA $135
CA $357 total
includes taxes & fees
Nov 2 - Nov 3
The SandPiper
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

10. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $135
CA $360 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

11. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is CA $817
CA $1,771 total
includes taxes & fees
Oct 19 - Oct 20
Amazing Southampton Home with Private Heated Pool
A modern living room with a grey sofa, round coffee table, and a white fireplace.

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 $2,389
CA $3,947 total
includes taxes & fees
Oct 13 - Oct 14
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A modern living room with a sofa, armchairs, a coffee table, and a TV.

13. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is CA $713
CA $1,674 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 3 bedroom
A wooden house with a front porch, white railings, and a double door.

14. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is CA $3,048
CA $4,154 total
includes taxes & fees
Oct 13 - Oct 14
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A beach with people relaxing, a pier extending into the water, and a clear sky.

15. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (34 reviews)
"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"
United States
Nino
The price is CA $207
CA $547 total
includes taxes & fees
Nov 1 - Nov 2
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A rocky beach with clear water and a forested hillside in the background.

16. 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 CA $727
CA $1,754 total
includes taxes & fees
Oct 24 - Oct 25
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A spacious living area with a fireplace, a wooden staircase, and large windows.

17. 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 CA $579
CA $1,021 total
includes taxes & fees
Oct 19 - Oct 20
Cozy beach hose minutes from Hamptons
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

18. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is CA $1,282
CA $2,189 total
includes taxes & fees
Oct 13 - Oct 14
Newly Renovated Pristine Southampton Colonial
A wooden pathway leading to a beach with scattered rocks and greenery.

19. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is CA $278
CA $640 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
An outdoor dining area with hanging lights, palm trees, and a bar.

20. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is CA $284
CA $432 total
includes taxes & fees
Oct 13 - Oct 14
American Beech in Greenport - Petite King Room 7
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 Hampton Bays Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"WOW What a nice hotel. Perfect location for Hampton Bays & Southampton. Very clean, very modern & very nice"
Doug 1-night trip
Posted less than an hour ago
The Bentley Hotel Southampton

Find out more about Hampton Bays

Hampton Bays Vacation Homes information

Number of reviews
322
Accommodation
1110 Vacation Homes
Lowest Price
CA $357
Highest Price
CA $4,154

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