Holiday Homes in Southampton

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Featured Holiday Homes in Southampton

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
The price is AU$3,215
includes taxes & fees
7 Oct - 8 Oct
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Minutes from the beach, brand new 4 bedroom

10.0 out of 10, Exceptional, (2)
"Great convenient location. Perfect house for a group with plenty of bathrooms and king size beds. "
The price is AU$1,673
includes taxes & fees
7 Oct - 8 Oct
Minutes from the beach, brand new 4 bedroom

Village gem walk to Main Street fenced in property

9.2 out of 10, Wonderful, (5)
"Second year at this lovely house for the 4th of July extended weekend. The hosts are responsive and helpful, and the house is exactly what you need for 2-3 people. Very clean, nicely decorated, kitchen was nicely stocked. It is in a great location. Easily able to walk into town for shopping or dining."
The price is AU$1,607
includes taxes & fees
5 Oct - 6 Oct
Village gem walk to Main Street fenced in property

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

9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
The price is AU$3,178
includes taxes & fees
15 Oct - 16 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is AU$623
includes taxes & fees
5 Oct - 6 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Sag Harbor Water View w Dock 1.5ml from town

The price is AU$9,740
includes taxes & fees
5 Oct - 6 Oct
Sag Harbor Water View w Dock 1.5ml from town

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is AU$9,855
includes taxes & fees
8 Oct - 9 Oct
Spacious 5-bedroom house with water views and 2 houses from the bay.

6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

10.0 out of 10, Exceptional, (43)
"Catherine was a great homeowner and made sure everything was organized prior to our arrival. She was very kind and easy to communicate with. She also was able to make sure we could have an early check in. "
The price is AU$5,306
includes taxes & fees
15 Oct - 16 Oct
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
The price is AU$2,332
includes taxes & fees
5 Oct - 6 Oct
Private beach on a fenced in property sunset views

BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
The price is AU$8,998
includes taxes & fees
3 Nov - 4 Nov
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (52)
"we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk"
The price is AU$2,035
includes taxes & fees
5 Oct - 6 Oct
Work and Play Special! Extended Stay Discount

Beautifully farmhouse

10.0 out of 10, Exceptional, (3)
"good experience"
The price is AU$1,796
includes taxes & fees
28 Oct - 29 Oct
Beautifully farmhouse

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is AU$468
includes taxes & fees
7 Oct - 8 Oct
American Beech in Greenport - Petite King Room 7

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is AU$1,399
includes taxes & fees
4 Oct - 5 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Charming Northfork Townhouse- walk to all

10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
The price is AU$1,111
includes taxes & fees
5 Oct - 6 Oct
Charming Northfork Townhouse- walk to all

Northfork Townhouse- walk to all/ newly renovated

9.6 out of 10, Exceptional, (9)
"The place was as advertised and in great walking distance to everything in town! "
The price is AU$1,179
includes taxes & fees
5 Oct - 6 Oct
Northfork Townhouse- walk to all/ newly renovated

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (191)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is AU$1,969
includes taxes & fees
17 Oct - 18 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

East End Escape

The price is AU$842
includes taxes & fees
4 Oct - 5 Oct
East End Escape

Cozy 5 Bedroom With Wi-fi And Air Condition

The price is AU$2,656
includes taxes & fees
16 Oct - 17 Oct
Cozy 5 Bedroom With Wi-fi And Air Condition

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

10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
The price is AU$4,470
includes taxes & fees
4 Oct - 5 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
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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