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 Vacation Rentals

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Check prices for these dates

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

Our top choices for South Fork vacation 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.
$1,575 nightly
The price is $1,668
Oct 28 - Oct 29
Total with taxes and fees
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, (1,415 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
$168 nightly
The price is $192
Nov 2 - Nov 3
Total with taxes and fees
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
$406 nightly
The price is $432
Oct 18 - Oct 19
Total with taxes and fees
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.
$1,100 nightly
The price is $1,166
Oct 18 - Oct 19
Total with taxes and fees
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
$319 nightly
The price is $365
Oct 16 - Oct 17
Total with taxes and fees
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.
$503 nightly
The price is $575
Oct 18 - Oct 19
Total with taxes and fees
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, (326 reviews)
"The room was nice but the bed was horrible. They need to replace the bed ASAP. It is so old that the middle of the bed is touching the floor due to it being worn out. Our backs are still hurting. Otherwise it was a nice room."
United States
William
$167 nightly
The price is $190
Oct 29 - Oct 30
Total with taxes and fees
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.
$857 nightly
The price is $979
Oct 19 - Oct 20
Total with taxes and fees
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.
$1,028 nightly
The price is $1,175
Nov 2 - Nov 3
Total with taxes and fees
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
$549 nightly
The price is $627
Oct 25 - Oct 26
Total with taxes and fees
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.
$1,371 nightly
The price is $1,566
Oct 16 - Oct 17
Total with taxes and fees
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
$151 nightly
The price is $173
Nov 1 - Nov 2
Total with taxes and fees
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
$166 nightly
The price is $189
Oct 29 - Oct 30
Total with taxes and fees
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.
$959 nightly
The price is $1,096
Oct 18 - Oct 19
Total with taxes and fees
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.
$1,122 nightly
The price is $1,260
Oct 20 - Oct 21
Total with taxes and fees
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
$446 nightly
The price is $510
Oct 19 - Oct 20
Total with taxes and fees
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.
$399 nightly
The price is $424
Oct 18 - Oct 19
Total with taxes and fees
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, (304 reviews)
"Staff are nice"
United States
na
$258 nightly
The price is $295
Nov 2 - Nov 3
Total with taxes and fees
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.
$1,347 nightly
The price is $1,539
Oct 18 - Oct 19
Total with taxes and fees
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.
$1,016 nightly
The price is $1,160
Oct 16 - Oct 17
Total with taxes and fees
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
"Loved my stay here. So clean, beautiful, and serene. Staff were very accommodating!"
Ella 4-night trip
Posted 2 hours ago
The Penny Lane

Find out more about South Fork

Everything you need to know about South Fork vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Fork vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Fork vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Fork vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Fork. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Fork in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $190 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Fork rentals

At Expedia, we put the best South Fork vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Fork rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Fork vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Fork. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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