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 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.

A beach with sand and sparse vegetation.

A bedroom with a large bed, a chandelier, and multiple windows.

1. The Hampton Maid

Hampton Bays

SABINA

Rp3.768.507

Rp4.305.519 total

includes taxes & fees

13 Oct - 14 Oct

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

A swimming pool with a child on a pink and white inflatable float.

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

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

2. Hampton's Vacation Inn

Hampton Bays

Katie

Rp2.204.978

Rp2.519.109 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

A sign for Bayview Resort with a contact number.

3. Bayview Resort

Hampton Bays

Darryl

Rp3.207.240

Rp3.664.450 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

4. The Bentley Hotel Southampton

Southampton

Frank

Rp2.666.304

Rp3.491.702 total

includes taxes & fees

30 Sept - 1 Oct

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 house with a dark blue exterior, a white porch railing, and a red door.

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.

5. Ocean View Terrace Inn

Hampton Bays

Timothy

Rp1.951.249

Rp3.209.378 total

includes taxes & fees

29 Sept - 30 Sept

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

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

A dining area with a table set for four, surrounded by chairs, with a window view and a bottle of lemonade on the table.

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

6. The Quogue Club at Hallock House

Quogue

Jennifer

Rp5.790.850

Rp6.616.180 total

includes taxes & fees

4 Oct - 5 Oct

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 hallway with a fireplace, a large window, and a built-in shelving unit.

7. Sag Harbor Inn

Sag Harbor

Terri

Rp5.773.032

Rp6.595.690 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 spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

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.

8. Hamlet Inn

Southampton

Thomas

Rp2.258.432

Rp2.919.123 total

includes taxes & fees

27 Sept - 28 Sept

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

A room with a large bay window, a chandelier, and wall sconces.

A wooden building with a white window and a balcony.

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

9. The Sagaponack

Wainscott

Jane

Rp3.873.903

Rp5.138.432 total

includes taxes & fees

28 Sept - 29 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.

10. Southampton Inn

Southampton

Kevin

Rp5.167.220

Rp6.193.893 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A cozy living room with a fireplace, a sofa, a coffee table, and two chairs.

11. Daunt's Albatross Motel

Downtown Montauk

John

Rp2.833.496

Rp3.237.269 total

includes taxes & fees

28 Sept - 29 Sept

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

A breakfast buffet with various food items and beverages.

A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

12. Canoe Place Inn and Cottages

Hampton Bays

Carol

Rp8.463.550

Rp10.249.759 total

includes taxes & fees

5 Oct - 6 Oct

13. Sun N Sound

Culloden Shores

MARSILDA

Rp2.237.050

Rp2.846.426 total

includes taxes & fees

28 Sept - 29 Sept

14. Windward Shores Ocean Resort

Napeague

Gaurang J

Rp2.119.451

Rp2.905.938 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

15. Southampton Long Island Hotel

Southampton

William

Rp2.833.062

Rp3.378.649 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

16. The Atlantic Hotel

Southampton

Jessa

Rp1.723.892

Rp2.414.874 total

includes taxes & fees

25 Oct - 26 Oct

17. Breakers Montauk

Montauk

Christine

Rp1.747.946

Rp2.577.718 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

18. Hampton Bays Hotel on Main

Hampton Bays

Greg

Rp2.102.346

Rp2.401.931 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

19. The 1770 House Restaurant & Inn

East Hampton

Lisa

Rp8.093.827

Rp11.064.622 total

includes taxes & fees

19 Oct - 20 Oct

A wooden beach boardwalk leading to the ocean.

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

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

A covered outdoor seating area with wooden chairs and tables, potted plants, and hanging flower baskets.

20. Aqualina Inn Montauk

Downtown Montauk

Kim

Rp2.761.790

Rp3.155.390 total

includes taxes & fees

27 Sept - 28 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 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.

A covered patio with outdoor furniture, a potted plant, and a yellow chair.

Charming Hampton Bays Home 5 Mi to Coopers Beach

Hampton Bays

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

Aparthotel

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."

Aparthotel

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

A wooden bench with a large planter in front.

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

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

Montauk Manor

Montauk

"Excellent service, beautiful property, accommodating staff."

Condo

Driftwood Resort

Montauk

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

Aparthotel

Montauk Oceanside Suites

Downtown Montauk

"The room was very clean and spacious."

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 modern kitchen with white cabinetry, stainless steel appliances, and pendant lighting.

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

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 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.

A modern living room with a sofa, coffee table, and bar stools.

Offshore Spa & Residences

Downtown Montauk

"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...

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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 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 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 beach with a wooden fence, a lifeguard stand, a bench, and a building labeled "Main Beach".

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 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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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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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.

See all hotels in South Fork

A lighthouse with a white and red top, a white tower, and a house on a rocky hill by the sea.

Top South Fork Hotel Reviews

The Hampton Maid

10/10 Excellent

"It’s a beautiful property, we had breakfast at the restaurant on the property and it was great! Will come back."

Ocean Vista Resort

10/10 Excellent

"Awesome location by the beach and friendly staff. Great place to stay for a beach getaway!"

Hamlet Inn

10/10 Excellent

"The hotel location is ideal. About a 2 mile radius from the town center, shopping, attractions and beaches. The room is very comfortable where all necessary amenity items are available. We had a nice closet in the room, a refrigerator and microwave. It would have been nice to have a couple of drawers if we had stayed more than 2 nights. The shower was particularly nice! Coffe, tea, soft drinks along with a wide variety of snacks, cakes and candy bars are available the entire day."

The Bentley Hotel Southampton

10/10 Excellent

"I really appreciate the hotel. I will came back"

Topping Rose House

10/10 Excellent

"Great place"

Bayview Resort

10/10 Excellent

"Absolutely gorgeous location. Brian could not have been more welcoming and accomodating. Love this place and will definitely be back again."

Ocean View Terrace Inn

10/10 Excellent

"Very friendly and beautiful location in the Hamptons"

The Penny Lane

10/10 Excellent

"Tara at the reception was amazing! Always greeting us by our names and making wonderful coffee at breakfast time."

The Maidstone

10/10 Excellent

"Place was a 10"

More cheap stays in South Fork

The Atlantic Hotel

1655 County Road 39 Southampton NY

Rp1.723.892

Rp2.414.874 total

25 Oct - 26 Oct

includes taxes & fees

7.2/10 Good! (1,008 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

Rp2.204.978

Rp2.519.109 total

27 Sept - 28 Sept

includes taxes & fees

Ocean Vista Resort

2136 Montauk Hwy Amagansett NY

Rp2.258.432

Rp2.580.403 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (233 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Rp2.666.304

Rp3.491.702 total

30 Sept - 1 Oct

includes taxes & fees

9.6/10 Exceptional! (589 reviews)

Sea Crest Resort

2166 Montauk Hwy Amagansett NY

Rp2.958.679

Rp3.767.794 total

28 Sept - 29 Sept

includes taxes & fees

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

Rp3.768.507

Rp4.305.519 total

13 Oct - 14 Oct

includes taxes & fees

9.2/10 Wonderful! (789 reviews)

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Book Hotels in South Fork on Expedia.com

Find hotels in South Fork, NY from Rp2.401.931

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Fork

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Fork hotels

1. The Hampton Maid

2. Hampton's Vacation Inn

3. Bayview Resort

4. The Bentley Hotel Southampton

5. Ocean View Terrace Inn

6. The Quogue Club at Hallock House

7. Sag Harbor Inn

8. Hamlet Inn

9. The Sagaponack

10. Southampton Inn

11. Daunt's Albatross Motel

12. Canoe Place Inn and Cottages

13. Sun N Sound

14. Windward Shores Ocean Resort

15. Southampton Long Island Hotel

16. The Atlantic Hotel

17. Breakers Montauk

18. Hampton Bays Hotel on Main

19. The 1770 House Restaurant & Inn

20. Aqualina Inn Montauk

Holiday Rentals in South Fork

Charming Hampton Bays Home 5 Mi to Coopers Beach

Windward Shores Ocean Resort

Montauk Manor

Driftwood Resort

Montauk Oceanside Suites

Canoe Place Waterfront Residences

The Surf Club

Offshore Spa & Residences

Stay near popular South Fork attractions

Montauk Point Lighthouse

Montauk Point

Cooper's Beach

East Hampton Main Beach

Lake Montauk

Wolffer Estates Vineyard

Ditch Plains Beach

Shinnecock Hills Golf Course

Learn more about South Fork

Top South Fork Hotel Reviews

The Hampton Maid

Ocean Vista Resort

Hamlet Inn

The Bentley Hotel Southampton

Topping Rose House

Bayview Resort

Ocean View Terrace Inn

The Penny Lane

The Maidstone

More cheap stays in South Fork

The Atlantic Hotel

Hampton's Vacation Inn

Ocean Vista Resort

The Bentley Hotel Southampton

Sea Crest Resort

The Hampton Maid

Explore a world of travel with Expedia

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