A lighthouse with a white and black tower, a building with multiple windows, and a grassy area with a bench and a sign.

South Fork Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for South Fork holiday rentals

A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

1. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is HK$870
HK$3,860 total
includes taxes & fees
2 Sept - 3 Sept
Seabreeze #3 Cozy Cottage steps to the beach
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

2. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is HK$2,524
HK$15,083 total
includes taxes & fees
7 Sept - 8 Sept
Villa Luz Family Home w/ heated pool & jacuzzi

3. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,309
HK$1,751 total
includes taxes & fees
21 Sept - 22 Sept
Driftwood Resort

4. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is HK$1,470
HK$1,893 total
includes taxes & fees
24 Sept - 25 Sept
Windward Shores Ocean Resort
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

5. 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)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is HK$3,527
HK$7,666 total
includes taxes & fees
8 Sept - 9 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool
A covered patio with a table and chairs, large windows, and a view of greenery.

6. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"great experience"
United States
Jordan
The price is HK$2,744
HK$4,603 total
includes taxes & fees
13 Sept - 14 Sept
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
A spacious hallway with high ceilings, arched columns, and chandeliers.

7. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,397 reviews)
"Beautiful property"
United States
John
The price is HK$1,940
HK$2,370 total
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

8. 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 HK$4,311
HK$7,290 total
includes taxes & fees
2 Sept - 3 Sept
Immaculate Waterfront 2 bedroom!
A campground with several tents and trees, a grassy area, and a view of the water.

9. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is HK$1,517
HK$2,422 total
includes taxes & fees
3 Sept - 4 Sept
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
A sandy beach with footprints leading to the water, a wooden bench, and a pair of shoes on the ground.

10. Heart of Hamptons Retreat/Southampton/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is HK$3,206
HK$7,183 total
includes taxes & fees
22 Sept - 23 Sept
Heart of Hamptons Retreat/Southampton/Beaches/5 Star Restaurants
A row of tents with a grassy field and trees in the background.

11. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is HK$1,685
HK$2,543 total
includes taxes & fees
18 Sept - 19 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A stone patio with a pool, surrounded by lush greenery and a wooden deck with lounge chairs.

12. A Quiet Place in the Hamptons

A Quiet Place in the Hamptons
East Quogue
9.8 out of 10, Exceptional, (40 reviews)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveller
The price is HK$7,753
HK$13,614 total
includes taxes & fees
2 Sept - 3 Sept
A Quiet Place in the Hamptons
A modern building with large windows overlooking a beach.

13. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 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 HK$3,355
HK$12,427 total
includes taxes & fees
7 Sept - 8 Sept
Black Swan Beachfront Home with Jacuzzi year round
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

14. 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 HK$9,406
HK$12,233 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Hamptons Escape 3BR Minutes From Beach!
A small cabin with a porch, surrounded by trees and a fenced area.

15. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is HK$2,312
HK$4,809 total
includes taxes & fees
13 Sept - 14 Sept
Lovely studio with AC in charming Sag Harbor

16. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is HK$2,116
HK$2,929 total
includes taxes & fees
30 Sept - 1 Oct
The Surf Club
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

17. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is HK$2,234
HK$4,576 total
includes taxes & fees
20 Sept - 21 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

18. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
The price is HK$1,333
HK$1,609 total
includes taxes & fees
7 Sept - 8 Sept
Montauk Oceanside Suites
A dining area with a round table and chairs, a white sofa, and a view of the sea through large sliding doors.

19. Stunning Bayfront Views

Stunning Bayfront Views
Hampton Bays
9.8 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay. House was clean, comfortable and in a beautiful location. Even an impendimg noreaster couldn't dampen our stay!"
United States
Maria G.
The price is HK$7,831
HK$15,189 total
includes taxes & fees
2 Sept - 3 Sept
Stunning Bayfront Views
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

20. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.0 out of 10, Wonderful, (7 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$870
HK$3,788 total
includes taxes & fees
8 Sept - 9 Sept
Seabreeze 4 Charming Cottage footsteps to 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 South Fork Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"A well thought out space. Staff is welcoming and helpful. The Room met our expectations. They even offer a beach pass for the Southampton town beach!"
Victoria 1-night trip
Posted 14 hours ago
The Bentley Hotel Southampton

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