South Fork Holiday Rentals, New York: Private House Rentals

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

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Our top choices for South Fork hotels

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A beach with sand and sparse vegetation.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

A modern living room with a stone wall, a flat-screen TV mounted above a door, a dark sofa, and a glass coffee table with a vase of flowers.

1. The Hampton Maid

Hampton Bays

Adam

Rp4.631.184

Rp5.291.129 total

includes taxes & fees

8 Sept - 9 Sept

A garden with a wooden bench, a playground, and a house in the background.

A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.

A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.

A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

2. Hampton's Vacation Inn

Hampton Bays

Brian

Rp2.195.820

Rp2.508.647 total

includes taxes & fees

8 Sept - 9 Sept

Two people standing on a deck with a view of a lake and greenery.

A spacious dining area with large windows offering a view of the outdoors. There are multiple tables and chairs arranged for dining.

A pool area with lounge chairs and a deck overlooking a lake.

A spacious room with a large sliding glass door leading to an outdoor deck with a pool and umbrellas.

3. Bayview Resort

Hampton Bays

Darryl

Rp2.989.513

Rp3.415.470 total

includes taxes & fees

4 Oct - 5 Oct

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

4. The Bentley Hotel Southampton

Southampton

Frank

Rp2.565.014

Rp3.374.604 total

includes taxes & fees

27 Sept - 28 Sept

A large, two-story white building with a covered front porch and multiple windows.

A bicycle with a basket and a surfboard leaning against a house.

A two-story building with a balcony and a well-lit entrance.

A living room with a fireplace, two armchairs, a coffee table with books and a bottle, and a framed artwork above the fireplace.

5. The Quogue Club at Hallock House

Quogue

Teresa

Rp8.783.280

Rp10.035.119 total

includes taxes & fees

8 Sept - 9 Sept

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

6. Ocean View Terrace Inn

Hampton Bays

Sally

Rp2.433.235

Rp3.823.477 total

includes taxes & fees

13 Sept - 14 Sept

A waterfront property with a large house, multiple boats docked, and lush greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A hotel lobby with a sofa, chairs, tables, and a large window.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

7. Sag Harbor Inn

Sag Harbor

Loretta

Rp5.339.170

Rp6.100.032 total

includes taxes & fees

23 Sept - 24 Sept

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

A beach with pebbles and sand, a sunset, and a calm sea.

A wooden building with a white window and a balcony.

8. The Sagaponack

Wainscott

Jane

Rp4.508.605

Rp6.039.230 total

includes taxes & fees

4 Oct - 5 Oct

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

A beach scene with a sunset, calm sea, and a few people fishing.

9. Hamlet Inn

Southampton

Thomas

Rp2.249.052

Rp2.907.000 total

includes taxes & fees

27 Sept - 28 Sept

A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

A living room area with a sofa, a dining table, and a separate queen bedroom.

10. Southampton Long Island Hotel

Southampton

William

Rp3.531.056

Rp4.211.006 total

includes taxes & fees

8 Sept - 9 Sept

A banquet hall with round tables set for dining, each with candles, glassware, and floral centerpieces.

A snow-covered pathway leading to a building with a porch.

11. Southampton Inn

Southampton

Kevin

Rp3.996.675

Rp4.855.516 total

includes taxes & fees

4 Oct - 5 Oct

A building with a wooden exterior and a small porch, surrounded by a well-maintained lawn and a hedge.

A well-maintained lawn in front of a building with a brick facade, multiple windows, and outdoor seating.

A person standing on a beach, looking at a smartphone.

A bedroom with two beds, each with a checkered bedspread and pillows, a nightstand with a lamp, and a wall-mounted shelf.

12. Sea Haven Resort Motel

Southampton

Bonnie

Rp2.763.380

Rp3.536.020 total

includes taxes & fees

30 Sept - 1 Oct

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A spacious room with wooden flooring, a bar area with stools, and large windows allowing natural light.

A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

13. Hampton Bays Hotel on Main

Hampton Bays

Deborah

Rp2.093.615

Rp2.391.955 total

includes taxes & fees

7 Sept - 8 Sept

14. Sun N Sound

Culloden Shores

Henry F

Rp3.300.384

Rp4.060.182 total

includes taxes & fees

9 Sept - 10 Sept

15. Breakers Montauk

Montauk

Tifanny

Rp1.740.686

Rp2.567.011 total

includes taxes & fees

1 Oct - 2 Oct

16. Beach Plum Resort

Montauk

Rachel

Rp3.548.800

Rp4.440.436 total

includes taxes & fees

1 Oct - 2 Oct

A wooden beach boardwalk leading to the ocean.

A modern building with a pool area, including a pool, lounge chairs, and a covered area with a water feature.

A wooden beach gate with signs, a sandy path, and a clear blue sky.

A check-in area with a wooden bench, a small table, and a window with blinds.

17. Aqualina Inn Montauk

Downtown Montauk

Matthew

Rp2.488.596

Rp2.843.299 total

includes taxes & fees

21 Sept - 22 Sept

An outdoor dining area with trees and tables under string lights.

A restaurant with wooden beams, tables with white tablecloths, and a bar area.

A garden pathway leading to a white picket fence and a building with an American flag.

A living room with a fireplace, a television mounted above it, and a dining area in the background.

18. The 1770 House Restaurant & Inn

East Hampton

Lisa

Rp8.672.380

Rp11.855.654 total

includes taxes & fees

21 Sept - 22 Sept

An aerial view of a marina with boats, a swimming pool, and a building with a parking lot.

A room with two beds, each with a blue and white checkered bedspread, a wooden headboard, a bedside table, and a mirror on the wall.

A hotel with a swimming pool surrounded by lounge chairs and umbrellas, a covered deck, and a parking lot with cars.

A tennis court with a net, surrounded by trees and a fence.

19. Harborside Motel

Culloden Shores

Juan

Rp3.335.872

Rp3.811.411 total

includes taxes & fees

13 Sept - 14 Sept

A modern house with a large open doorway leading to a bedroom with a bed and a window.

A bedroom with a wooden wardrobe, a bench, a large woven ceiling light, and a door.

A person performing a handstand on a sandy beach with a wooden fence in the background.

A row of wooden lounge chairs with white umbrellas, aligned along a poolside area with a hedge and a building in the background.

20. Daunt's Albatross Motel

Downtown Montauk

Nina

Rp2.811.182

Rp3.211.664 total

includes taxes & fees

28 Sept - 29 Sept

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Holiday Rentals in South Fork

Cottage

A cozy cabin interior with a wooden dining table, chairs, a sofa, and a television.

A rustic cabin interior with a wooden dining table, chairs, a sofa, and a fireplace.

A residential house with a paved driveway, a lawn, and a wooden fence.

A kitchen with wooden cabinets, a dishwasher, a microwave, a stove, and a tiled backsplash.

Charming Hampton Bays Home 5 Mi to Coopers Beach

Hampton Bays

"Nice little shack In Hampton bays Did the job Would rent again"

Aparthotel

A pool area with lounge chairs and a bridge in the background.

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a bowl.

A hotel room with a bed, a glass table, a chair, and a view of a pool and buildings.

A covered outdoor area with wicker furniture, a view of a lake, and a row of large houses in the background.

Canoe Place Waterfront Residences

Hampton Bays

"We thoroughly enjoyed our stay at Canoe Place Waterside Residences. Everything was perfect and the staff couldn't have been more helpful. Highly recommend!"

Aparthotel

A spacious hallway with high ceilings, arched columns, and chandeliers.

A garden pathway with a fence, illuminated by string lights, leading to a building.

A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

A modern indoor swimming pool with marble walls and a tiled floor.

Montauk Manor

Montauk

"Beautiful property"

Aparthotel

A modern kitchen with white cabinetry, a built-in dishwasher, a stainless steel microwave, and an oven.

Windward Shores Ocean Resort

Napeague

"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."

Condo

Driftwood Resort

Montauk

"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."

Aparthotel

Montauk Oceanside Suites

Downtown Montauk

"It was wonderful"

Aparthotel

The Surf Club

Montauk

"Found mold under the pull-out couch"

Condo

A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

A modern hotel lobby with a wooden floor, a reception desk, a surfboard display, and a refrigerated beverage cooler.

A modern kitchen with a light blue countertop, three wooden stools, and a framed artwork on the wall.

A bedroom with a large window, a bed with beige bedding, and a view of greenery outside.

Offshore Spa & Residences

Downtown Montauk

"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...

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Stay near popular South Fork attractions

A lighthouse on a rocky cliff with a beach and ocean in the foreground.

Montauk Point Lighthouse

9.2/10 (784 reviews)

Learn about New York State’s oldest lighthouse in its museum before climbing to the top for panoramic ocean views.

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A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)

Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.

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A sandy beach with wooden fences and houses on a dune.

East Hampton Main Beach

9.2/10 (146 reviews)

On the eastern edge of Long Island, enjoy a day on this exclusive beach complete with lifeguards, restrooms, a snack bar and other amenities.

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A rocky shoreline with a lighthouse, a white building, and a flag.

Montauk Point

9.6/10 (735 reviews)

Check out hiking trails, fishing spots, surf beaches and historic landmarks at the expansive nature reserve on the eastern tip of Long Island’s South Fork.

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A wooden barrel with the text "CADUS - France - Sensoriel 2013 ACCESS 22mm-French oak-30 months air dried ML+Pur Process WOLFFER ESTATE VINEYARD".

Wolffer Estates Vineyard

9.4/10 (83 reviews)

Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants.

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A sandy beach with a lifeguard tower, waves, and a clear blue sky.

Ditch Plains Beach

9.4/10 (228 reviews)

Beginner surfers or long-boarders, you’re in for a treat. This Montauk beach has an extra-long break that is perfect for cruising and taking in the views.

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A marina with boats docked during sunset.

Lake Montauk

9.2/10 (187 reviews)

Commune with nature and explore the great outdoors at Lake Montauk during your travels in Montauk. Wander the beautiful beaches and seaside in the area.

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Shinnecock Hills Golf Course

8.6/10 (14 reviews)

Enjoy a round of golf in Tuckahoe at Shinnecock Hills Golf Course. While you're in the area, stroll along the beautiful beaches.

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Learn more about South Fork

Head to sights like The Hamptons Beaches and Wolffer Estates Vineyard as you discover South Fork.

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A rocky shoreline with a lighthouse in the background.

Top South Fork Hotel Reviews

Hampton's Vacation Inn

10/10 Excellent

"Loved our stay! The staff was very helpful. Would definitely stay again!"

Baywatch Hotel & Marina

10/10 Excellent

"PERFECTION as always! Couldn't ask for a better getaway!"

The Hampton Maid

10/10 Excellent

"wonderful hotel."

Bayview Resort

10/10 Excellent

"This was located in such a peaceful spot with a beautiful view. I loved being on the second floor with the balcony. I can’t say enough good things about the staff! Brian and Pat are so accommodating and friendly. They go out of their way to make sure everyone is happy. I’m looking forward to going back in the fall!"

The Penny Lane

10/10 Excellent

"Clean and quiet stay"

Hampton Bays Hotel on Main

10/10 Excellent

"Great staff ….great business venue and very convenient. A clean well lighted place ✍️"

Ocean Vista Resort

10/10 Excellent

"Perfect location , amazing beach view .The room was impeccable and clean definitely going again !"

Hamlet Inn

10/10 Excellent

"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"

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!"

More cheap stays in South Fork