24 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Boats
Bungalows
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts
Cabins
Castles

Booking Options

Location Type

Even More Filters

Features

Managed By

24 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Hamptons Vacation Rental Estates with Online Payment(24)

24 Results
  • 7 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 14
7 - 14 night min stay
(8)
$4,295 - $6,295
per week
7 night min stay
  • 7 BR,
  • 5 BA,
  • Sleeps 16
7 night min stay
(26)
$7,995 - $8,995
per week
7 night min stay
  • 7 BR,
  • 5 BA,
  • Sleeps 18
7 night min stay
(25)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
1 - 14 night min stay
(12)
  • 5 BR,
  • 3 BA,
  • Sleeps 18
2 - 4 night min stay
(4)
  • 4 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 7
30 - 31 night min stay
$2,500
per night
10 night min stay
  • 6 BR,
  • 6 BA,
  • Sleeps 14
10 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
(5)
$125,000
per month
31 night min stay
  • 9 BR,
  • 7 BA,
  • Sleeps 14
31 night min stay
  • 6 BR,
  • 7 BA,
  • Sleeps 14
3 night min stay
(8)
$5,495 - $5,995
per week
7 night min stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 18
7 night min stay
(20)
$3,995 - $6,995
per week
7 night min stay
  • 8 BR,
  • 6 BA,
  • Sleeps 20
7 night min stay
(9)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night min stay
(5)
$1,429 - $5,000
per night
4 - 7 night min stay
  • 7 BR,
  • 6 BA,
  • Sleeps 14
4 - 7 night min stay
$650 - $1,583
per night
3 - 31 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 31 night min stay
$900 - $1,667
per night
3 - 30 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
3 - 30 night min stay
$700 - $1,667
per night
3 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 30 night min stay
6 more choices from the HomeAway Network
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 31 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
30 - 31 night min stay
$1,500 - $2,800
per night
3 - 6 night min stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 6 night min stay
$500 - $1,700
per night
2 - 4 night min stay
  • 7 BR,
  • 5 BA,
  • Sleeps 14
2 - 4 night min stay
2 Reviews
$10,465 - $13,965
per week
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 13
7 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
21 night min stay
 

Recent Hamptons Reviews

A LITTLE BIT OF PARADISE

5 of 5
Located just moments from ocean beaches and village shoppes, this 8 bedroom, 6 bathroom home epitomizes luxury living in the Hamptons. This house had a heated pool with spa and high end barbecue area. Lots of tables and chairs and super comfy lounge chairs. This shingle styled home had a wonderful front porch and fully renovated contemporary interior. The owner has transformed this home into a showcase with a chef's kitchen, custom rooms, and exquisitely appointed bathrooms replete with custom marble, granite and the finest touches. They are almost spa like. The entire first floor had an open concept plan and there was enough seating for 20 in the kitchen and dining room. The house has a master bedroom ensuite on the first floor which was great for my elderly mom and the house was easily wheelchair accessible. This home was perfect for entertaining my family and friends who came to visit and enjoy our barbecues. A great feature of this house was that there was a laundry room in the basement as well as the second floor of the house. Easy places for throwing those wet bathing suits in the dryer. You must see this house. Nothing was spared in creating this little bit of paradise. We recommend this house very highly.
  • Submitted: Mar 6, 2015
  • Stayed: Jul 2014

Everything in the photos - and so much more!

5 of 5
This property is just absolutely stunning and so wonderful. My husband and I got married on Shelter Island and stayed here for 4 nights during our wedding weekend. We had countless numbers of family and friends filtering in and out throughout those days, and the size was more than accommodating. There are so many different spaces for different groups to socialize in, and we just had a blast. And nobody could get over what a beautiful property it was! It’s so well suited and fun for guests of any age, and every single room inside (there are many!), as well as the pool and the grounds outside are so well kept and spotless. And huge! Little touches like the amazing sound system, the on-site laundry services, all of the kitchen amenities, and the bikes in the garage just make you feel even more at home. And the beautiful porches both upstairs and downstairs are so perfect for relaxing. I enjoyed my coffee every morning on the upstairs balcony with a view of the water. The house is also on such a beautiful and quiet block only steps away from the beach, with the occasional deer families stopping by the front lawn. We just had the most fantastic and memorable few days on Shelter Island, and this house was integral to our good time. Andrew was also always so responsive and helpful in answering all of my questions both before our stay, and during. I can’t thank you enough for sharing your beautiful home with us Andrew! We will be back!
  • Submitted: Sep 29, 2014
  • Stayed: Sep 2014

AMAZING

5 of 5
had an amazing 2 week stay :D
  • Submitted: Jul 7, 2014
  • Stayed: Jun 2014