Water Mill Holiday Rentals, New York: Private House Rentals

A wooden cabin by a calm river with a house in the background.

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Go beyond your typical stay in Water Mill

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Our top choices for Water Mill hotels

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.

1. Southampton Inn

Southampton

Kevin

5.174.600 ₫

6.333.452 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

A modern hotel room with a bed, bedside table, and a view of the garden.

A large, white, two-story building with a covered porch and a bicycle parked in front.

2. Topping Rose House

Bridgehampton

Adam

16.183.561 ₫

18.580.275 ₫ total

includes taxes & fees

22 Oct - 23 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 lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

3. Sag Harbor Inn

Sag Harbor

Terri

5.666.187 ₫

6.473.619 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 wooden building with a white window and a balcony.

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

4. The Sagaponack

Wainscott

Jane

5.193.229 ₫

6.967.860 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A dining area with a fireplace, bookshelves, and a view of the bar area.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

A two-story building with a brick pathway leading to the entrance.

5. Bridgehampton Inn

Bridgehampton

Leslie

7.736.027 ₫

8.838.476 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

6. Faraway Sag Harbor

Sag Harbor

Thomas

9.547.137 ₫

11.998.408 ₫ total

includes taxes & fees

16 Nov - 17 Nov

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

A bathtub surrounded by candles and flower petals.

7. A Room At The Beach

Bridgehampton

Samantha

7.660.995 ₫

8.752.577 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

8. Southampton Long Island Hotel

Southampton

4.113.807 ₫

4.906.038 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

A covered outdoor seating area with white canopies and brown furniture.

Two wine bottles with labels on a counter.

9. Harpoon House

Southampton

Yuliya V

6.985.710 ₫

7.981.174 ₫ total

includes taxes & fees

21 Oct - 22 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.

10. The Atlantic Hotel

Southampton

Chris

2.770.998 ₫

3.812.690 ₫ total

includes taxes & fees

28 Oct - 29 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 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.

11. The Bentley Hotel Southampton

Southampton

Doug

3.518.711 ₫

4.020.127 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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 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.

12. Hamlet Inn

Southampton

Eric

4.118.982 ₫

5.324.146 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

13. The Hampton Maid

Hampton Bays

Joshua

5.472.139 ₫

6.251.918 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A beach with a lifeguard tower, sandy dunes, and the ocean.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

14. The Huntting Inn

Egypt Lane Historic District

Josie

9.909.100 ₫

11.580.237 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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.

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

15. Ocean View Terrace Inn

Hampton Bays

Mary S.

3.146.674 ₫

5.061.017 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A spacious bedroom with a large bed, a sitting area with a sofa, a chair, and a small ottoman. There are two windows with curtains, a fireplace, and a flat-screen TV mounted on the wall.

A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.

A living room with a sofa, a small table, a vintage refrigerator, and a large window with curtains.

A kitchen with a central island, two wicker chairs, and a bar area with glasses.

16. The Maidstone

East Hampton

Steven

5.679.124 ₫

6.812.845 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A storefront with a sign reading "THE SHOALS".

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

17. The Shoals Suites and Slips

Southold

Masayo

4.799.182 ₫

6.129.890 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

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

A breakfast buffet with various food items and beverages.

18. Canoe Place Inn and Cottages

Hampton Bays

Corrado

12.289.675 ₫

14.883.379 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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.

19. The 1770 House Restaurant & Inn

East Hampton

Lisa

10.413.883 ₫

14.236.619 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A living room with a fireplace, two sofas, a coffee table, and a chair.

20. Journey East Hampton

East Hampton North

Erika

6.403.568 ₫

8.047.764 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular Water Mill attractions

Parrish Art Museum

9.0/10 (9 reviews)

This striking barn-like museum showcases American art, focusing on East End artists. Wander through light-filled galleries and outdoor sculptures within Herzog & de Meuron's award-winning architectural design.

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Duck Walk Vineyards

Sip award-winning wines including unique Blueberry Port at Duck Walk Vineyards' Normandy Chateau-style estate. Enjoy tastings on the outdoor patio overlooking 140 acres of picturesque Hamptons vineyard.

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The Watermill Center

The Watermill Center is just one of the places to see in Water Mill, so why not enjoy the other things to explore during your travels? Experience the area's theatre scene and live music.

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Mill Pond

Commune with nature and explore the great outdoors at Mill Pond during your travels in Water Mill. Experience the area's theatre scene and live music.

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Atlantic Golf Course

This exclusive Rees Jones-designed championship course challenges with rolling fairways and strategic bunkers amid Long Island's natural landscape. Members enjoy elegant clubhouse amenities after their round.

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Learn more about Water Mill

This Hamptons hamlet boasts the historic Water Mill Museum with its working 17th-century grist mill and rotating art exhibitions. Spend summer days at Flying Point Beach, or visit the nearby Parrish Art Museum in neighbouring Southampton for contemporary masterpieces.

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Top Water Mill Hotel Reviews

Greenview Inn Riverhead

10/10 Excellent

"Inn is in a rural areas, along scenic country nestled in nature-immersed Riverhead town.Close to Riverheads amazing stores and popular eatery s They offer a more personal, relaxed atmosphere, often featuring a cozy bed rather than a corporate polish.. Great for a short business trip or as a overnite . Unique Inn atmosphere."

Hyatt Place Long Island East End

8/10 Good

"Front desk staff provider typical Long Island hospitality… Just rude! You should send your people to the South for training for six months to get that chip off their shoulder."

The Atlantic Hotel

10/10 Excellent

"This is actually a really great place to stay if you want something reasonable in the Hamptons. The rooms are clean and spacious and the grounds of the hotel are beautiful. I highly recommend!!!"

Hampton Bays Hotel on Main

8/10 Good

"✅ was very good! perfect for 1-2 nights!! Tksss so much"

Zey Hotel

10/10 Excellent

"The staff particularly James were over the top accommodating!!"

Shorewood Inn

10/10 Excellent

"Clean, affordable, helpful staff, good parking. We will stay again when we are in the area."

Sound View Greenport

10/10 Excellent

"The breakfast could have had a better choice."

The Bentley Hotel Southampton

10/10 Excellent

"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Came here for a sisters trip. We had the best time! The hotel staff was so friendly and genuinely helpful. The onsite restaurant, The Boathouse, was a delicious stop for our first night. The grounds are so pretty. They really did an amazing job renovating the property. The room temperature wasn’t the best as there didn’t seem to have working AC. As much as we loved everything, next time I would request a room other than #12 because it’s sandwiched in between Nookies restaurant and a busy corridor. Small inconvenience for an otherwise perfect weekend."

More cheap stays in Water Mill