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South Fork holiday homes

We found 4,166 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – South Fork

Showing deals for:13 Nov - 20 Nov

2nd floor deck with additional dining and leisure seating.
Dining table and picnic table
water view
Heated pool with gorgeous water and natural wetland view
Chef kitchen with breakfast area on 2nd floor
Exceptional
(35 reviews)

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

Southampton

8% off
NZ$14,736
for 7 nights, 1 home
NZ$2,105 per night
includes taxes & fees
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Dining
Pool
Exterior
Private kitchen
Exceptional
(6 reviews)

Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway

Hampton Bays

8% off
NZ$17,194
for 7 nights, 1 home
NZ$2,456 per night
includes taxes & fees
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
Dining Room
Private kitchen
The Harbor
Exterior
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

15% off
NZ$14,868
for 7 nights, 1 home
NZ$2,124 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Lower deck With Pool, 9 Loungers, plus 6 pool-chairs. Upper deck dining seats 10
Living area
Front entrance, park-like grounds
An elegant dining room (to 10 ppl, joins kitchen +8 and outdoor dining  +10,)
Exceptional
(26 reviews)

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton

30% off
NZ$17,189
for 7 nights, 1 home
NZ$2,456 per night
includes taxes & fees
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Exterior
Terrace/patio
Living area
Living area
Exceptional
(8 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
NZ$66,192
for 7 nights, 1 home
NZ$9,456 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Private kitchen
Pool area viewed from side with teak loungers and umbrellas
Covered porch on backside of main house
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Exceptional
(6 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
NZ$57,849
for 7 nights, 1 home
NZ$8,264 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Part of large deck
Kitchen with vaulted ceilings
Upstairs master bedroom with private bathroom.
Dining
Exceptional
(24 reviews)

Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly

Montauk

8% off
NZ$14,560
for 7 nights, 1 home
NZ$2,080 per night
includes taxes & fees
Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly
Terrace/patio
Pool
Dining
Living area
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
NZ$28,153
for 7 nights, 1 home
NZ$4,022 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
outdoor shower
Dining
Pool
living room
Exceptional
(60 reviews)

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

Southampton

8% off
NZ$23,945
for 7 nights, 1 home
NZ$3,421 per night
includes taxes & fees
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
Exterior
Pool
Dining
Private kitchen
Wonderful
(20 reviews)

2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub

Riverhead

7% off
NZ$7,370
for 7 nights, 1 home
NZ$1,053 per night
includes taxes & fees
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Pool
Living area
Exterior detail
Interior
Exceptional
(10 reviews)

Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL

Sag Harbor

8% off
NZ$24,888
for 7 nights, 1 cottage
NZ$3,555 per night
includes taxes & fees
Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL
Kitchen
Sideview of house with 2nd story deck
dining area
Interior
Exceptional
(27 reviews)

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Montauk

8% off
NZ$8,094
for 7 nights, 1 home
NZ$1,156 per night
includes taxes & fees
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Queen bedroom leading onto deck.  Ensuite bathroom, walk-in closet and tv.
huge swimming pool and deck surrounded by trees
kitchen leading into open plan living area
living area with gas fire leads onto the deck
Exceptional
(53 reviews)

Large heated pool, games room, private bay beach access, gardens, kid-friendly

East Hampton

8% off
NZ$8,725
for 7 nights, 1 home
NZ$1,246 per night
includes taxes & fees
Large heated pool, games room, private bay beach access, gardens, kid-friendly
Interior
Dining
Night time at the pool
Main living room and dining room
Exceptional
(28 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
NZ$24,760
for 7 nights, 1 home
NZ$3,537 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Front yard closeup
Facade
From the bedroom
Living/dining space
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
NZ$9,285
for 7 nights, 1 cottage
NZ$1,326 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Interior
Outdoor dining
Exterior
Private kitchen
Exceptional
(16 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

7% off
NZ$12,872
for 7 nights, 1 home
NZ$1,839 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Exterior
Large pool heated pool
Dining area
Main living area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
NZ$8,830
for 7 nights, 1 home
NZ$1,261 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

15% off
NZ$13,091
for 7 nights, 1 home
NZ$1,870 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Property grounds
Interior
Exterior
Private kitchen
Exceptional
(31 reviews)

Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape

Montauk

16% off
NZ$10,135
for 7 nights, 1 home
NZ$1,448 per night
includes taxes & fees
Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape
Private kitchen
Terrace/patio
Living area
Property grounds
Exceptional
(26 reviews)

NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town

Montauk

7% off
NZ$12,552
for 7 nights, 1 home
NZ$1,793 per night
includes taxes & fees
NEW LISTING - Newly Renovated Beach Home - Short Walk to Beach and Town
Living area
Interior
Living area
Kitchen
Exceptional
(63 reviews)

Center of Town - Ideal for Beach, Golf & Tennis

Montauk

8% off
NZ$7,675
for 7 nights, 1 home
NZ$1,096 per night
includes taxes & fees
Center of Town - Ideal for Beach, Golf & Tennis
Sunlit living room with wide sliding glass doors that lead out to sundeck.
Swim in the solar heated pool or basque in the sun...
Spacious, stylish, and bright dining room
Bright living room with stylish, mid-century modern furnishings
Exceptional
(10 reviews)

Walk to Village, Bike to Ocean, Relax in Solar Heated Pool

East Hampton

15% off
NZ$10,158
for 7 nights, 1 home
NZ$1,451 per night
includes taxes & fees
Walk to Village, Bike to Ocean, Relax in Solar Heated Pool
Room
Living area
Dining
Living area
Exceptional
(7 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
NZ$9,516
for 7 nights, 1 home
NZ$1,359 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Living area
Living area
Room
Exterior
Wonderful
(18 reviews)

Ocean Beach Mini Modern Luxury

Montauk

9% off
NZ$5,299
for 7 nights, 1 home
NZ$757 per night
includes taxes & fees
Ocean Beach Mini Modern Luxury
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your South Fork getaway

Learn about the unique charm of South Fork with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around South Fork

Are you looking for top things to see and do while you're in town? Venture out of your holiday home and experience everything that makes South Fork a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (2.1 mi / 3.4 km)
  • Duck Walk Vineyards (3.7 mi / 5.9 km)
  • LongHouse Reserve (6.8 mi / 11 km)
  • Shinnecock Hills Golf Course (7.2 mi / 11.5 km)
  • Raphael Winery (9.9 mi / 15.9 km)
  • Bedell Cellars (9.9 mi / 15.9 km)

Exploring the natural landscape of South Fork

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in South Fork. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (1.3 mi / 2.2 km)
  • Elizabeth A. Morton National Wildlife Refuge (4.2 mi / 6.8 km)
  • Georgica Beach (5.4 mi / 8.6 km)
  • East Hampton Main Beach (6.4 mi / 10.3 km)
  • LongHouse Reserve (6.8 mi / 11 km)
  • Cooper's Beach (7.1 mi / 11.4 km)

How to get to and around South Fork

The nearest airport is in East Hampton, NY (HTO), located 3.9 mi (6.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Montauk, NY (MTP), which is 22.4 mi (36 km) away.

If you prefer to travel by train, Bridgehampton Station, Southampton Station and Amagansett Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in South Fork when booking a holiday home?
Springs is one of the most well-liked areas to find a holiday property in South Fork. Searching for some cool things to do and see here? Don't miss Pollock-Krasner House and Study Centre and Kaplan Meadows Sanctuary.
What is the most popular type of holiday home accommodation in South Fork?
The most desirable types of holiday homes in South Fork are houses. Ready for more choices? Bookabach has numerous options to match our guests' unique requirements, so you'll see holiday properties in all shapes and sizes. The perfect fit is waiting for you — find yours today.
How much does it cost to rent a holiday home in South Fork?
The average price for a holiday home in South Fork is based on a number of factors, such as season, length of stay and property type. Whether you'd like a villa with space for extended family or a cosy condo perfect for just you and the kids, just add your travel dates to view stays with unbeatable value.
How much does it cost to rent a beach house in South Fork?
The average price for a holiday home by the beach in South Fork depends on when you're visiting the area and the size and style of property you want. You can easily and quickly find prices on Bookabach by entering your preferred travel dates. Then use our handy filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a hot tub.
What are popular home amenities in South Fork?
When it comes to home amenities that guests are searching for in South Fork, a dryer, a barbecue grill and a washing machine rank highest. With Bookabach holiday homes, you'll discover options to suit your style and taste, whether you're going on a holiday with family members, friends or even pets.
Are there large group holiday homes in South Fork?
South Fork has 685 holiday homes that can fit 10 or more people. These stays come with the space you need to enjoy good times with your favourite people.
What are the top attractions for families in South Fork?
Keeping the kids entertained during your holiday in South Fork is a cinch with these top family-friendly attractions:
  • The Hamptons Beaches
  • Coopers Beach
  • East Hampton Main Beach
Can I find two-bedroom holiday homes in South Fork?
Pick from 222 two-bedroom holiday homes in South Fork. Settle the kids into the second room or maybe fill it with a couple of your besties. There's plenty of space for whoever's lucky enough to be joining in on the fun.
Are there holiday homes with WiFi in South Fork?
Choose from 994 holiday homes with WiFi in South Fork. If you want to disconnect from daily life while on holiday, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in South Fork?
The minimum age requirements can differ across properties on Bookabach, so look at the rules of the holiday home in South Fork you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in South Fork for?
The length of time you can book a holiday home in South Fork is up to the property. Just enter your preferred travel dates to view a list of options offering extended stays. With tons of amenities such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find a terrific place to call your home away from home in South Fork.

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