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

Our top choices for South Fork holiday rentals

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 HK$879
HK$13,093 total
includes taxes & fees
28 Oct - 29 Oct
Jacuzzi year-round - Villa Luz Private Home
A spacious hallway with high ceilings, arched columns, and chandeliers.

2. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,417 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is HK$1,147
HK$1,464 total
includes taxes & fees
17 Nov - 18 Nov
Montauk Manor
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

3. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is HK$596
HK$3,544 total
includes taxes & fees
25 Oct - 26 Oct
Steps to the beach | Seabreeze Cottage #3
A modern building with large windows overlooking a beach.

4. 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 HK$887
HK$9,340 total
includes taxes & fees
27 Oct - 28 Oct
Beachfront Jacuzzi All Year - Black Swan Home
Property grounds

5. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
Hampton Bays
The price is HK$2,191
HK$2,862 total
includes taxes & fees
19 Oct - 20 Oct
Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

6. 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$2,119
HK$4,510 total
includes taxes & fees
19 Oct - 20 Oct
Immaculate Waterfront 2 bedroom!
Room

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (330 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is HK$1,095
HK$1,464 total
includes taxes & fees
22 Oct - 23 Oct
Windward Shores Ocean Resort
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

8. 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 HK$3,532
HK$7,684 total
includes taxes & fees
19 Oct - 20 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern living room with a sofa, armchairs, a coffee table, and a TV.

9. 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 HK$3,924
HK$9,218 total
includes taxes & fees
2 Nov - 3 Nov
Minutes from the beach, brand new 3 bedroom
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

10. 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 HK$1,491
HK$4,923 total
includes taxes & fees
25 Oct - 26 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

11. 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$9,418
HK$12,293 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
Room

12. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (456 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is HK$1,112
HK$1,356 total
includes taxes & fees
19 Oct - 20 Oct
Montauk Oceanside Suites
Room

13. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is HK$1,075
HK$1,484 total
includes taxes & fees
19 Oct - 20 Oct
Driftwood Resort
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

14. 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 HK$3,532
HK$8,706 total
includes taxes & fees
19 Oct - 20 Oct
Minutes from the beach, brand new 4 bedroom
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

15. 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 HK$4,426
HK$9,795 total
includes taxes & fees
20 Oct - 21 Oct
Amazing Southampton Home with Private Heated Pool
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

16. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,766
HK$3,999 total
includes taxes & fees
19 Oct - 20 Oct
Charming Accommodations in the Hamptons
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

17. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$596
HK$3,535 total
includes taxes & fees
27 Oct - 28 Oct
Walk to Beach | Seabreeze Cottage #4
Living area

18. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
United States
na
The price is HK$1,729
HK$2,472 total
includes taxes & fees
27 Oct - 28 Oct
The Surf Club
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

19. 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 HK$9,175
HK$14,840 total
includes taxes & fees
30 Oct - 31 Oct
Newly Renovated Pristine Southampton Colonial
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

20. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is HK$4,227
HK$9,107 total
includes taxes & fees
19 Oct - 20 Oct
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
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 Penny Lane

The Penny Lane

10/10 Excellent
"Beautiful Bikes available"
Scott 1-night trip
Posted 3 hours ago
The Penny Lane

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