Lion Head Beach Holiday Rentals, East Hampton: Private House Rentals

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Go beyond your typical stay in Lion Head Beach

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Our top choices for Lion Head Beach hotels

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

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

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

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

1. Sag Harbor Inn

Sag Harbor

Terri

Rp3.920.757

Rp4.479.464 total

includes taxes & fees

9 Nov - 10 Nov

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

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

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

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

2. Journey East Hampton

East Hampton North

Erika

Rp4.439.655

Rp5.579.594 total

includes taxes & fees

3 Nov - 4 Nov

3. East Hampton House Resort

East Hampton North

Tina

Rp2.841.027

Rp3.732.776 total

includes taxes & fees

2 Nov - 3 Nov

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

A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

4. Faraway Sag Harbor

Sag Harbor

Thomas

Rp6.619.122

Rp8.318.613 total

includes taxes & fees

16 Nov - 17 Nov

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.

5. The Huntting Inn

Egypt Lane Historic District

Josie

Rp6.870.075

Rp8.028.690 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

6. Sea Crest Resort

Amagansett

Dan

Rp3.525.459

Rp4.417.565 total

includes taxes & fees

18 Oct - 19 Oct

A beach with waves gently lapping onto the shore.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

7. The Roundtree, Amagansett

Amagansett North

Dwight

Rp10.641.100

Rp12.765.264 total

includes taxes & fees

1 Nov - 2 Nov

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

A room with a wicker sofa, a large potted plant, and a window with blinds.

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

8. The Maidstone

East Hampton

Steven

Rp3.929.709

Rp4.714.196 total

includes taxes & fees

1 Nov - 2 Nov

A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.

A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

A coastal pathway with a wooden bridge leading to a green sports court.

A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.

9. Ocean Vista Resort

Amagansett

Dan

Rp2.586.984

Rp2.955.606 total

includes taxes & fees

18 Oct - 19 Oct

A beach chair with a striped cushion and a bag with a floral design.

A two-story white house with a brick pathway leading to the front door, surrounded by a white picket fence and a flag.

A room with a bookshelf, a chair, a lamp, and a wall mural depicting a beach scene.

A person riding a bicycle with a basket on a road.

10. The Hedges Inn

East Hampton

Lauren

Rp5.725.810

Rp7.600.331 total

includes taxes & fees

20 Oct - 21 Oct

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

11. Windward Shores Ocean Resort

Napeague

William

Rp2.555.474

Rp3.406.404 total

includes taxes & fees

18 Oct - 19 Oct

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

A spacious interior with a wooden staircase, a blue sofa, and a white chair.

12. EHP Resort & Marina

East Hampton

theresa

Rp5.147.113

Rp6.468.712 total

includes taxes & fees

22 Oct - 23 Oct

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A sliding glass door leading to an outdoor area with a pool and a wooden deck.

A residential area with houses, a wooden deck, and a garden with pink flowers.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

13. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

Rp8.097.527

Rp9.251.554 total

includes taxes & fees

2 Nov - 3 Nov

A wooden pathway leading to a beach with a view of the ocean.

An indoor swimming pool with a view of the beach, lounge chairs, and large windows.

A house with a stone wall and a garden with various plants and flowers.

A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.

14. Gurney's Montauk Resort & Seawater Spa

Montauk

Amanda

Rp6.816.440

Rp9.345.339 total

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a grey sofa, a wooden coffee table, and a wall-mounted sign that reads 'BEACH'.

15. The Hermitage

Amagansett

Yesenia

Rp2.678.289

Rp3.643.977 total

includes taxes & fees

19 Oct - 20 Oct

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 white house with a sign reading "The 1770 House Restaurant & Inn."

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

16. The 1770 House Restaurant & Inn

East Hampton

Lisa

Rp7.205.958

Rp9.851.126 total

includes taxes & fees

1 Nov - 2 Nov

A brick house with a covered porch, a chimney, and a well-maintained lawn.

A two-story house with a covered patio and a small garden area.

A spacious living room with a staircase, a fireplace, and a coffee table with books and flowers.

A modern kitchen with a marble countertop, a coffee maker, and a fruit tray.

17. The Reform Club

Amagansett North

Cathleen

Rp13.997.908

Rp17.271.959 total

includes taxes & fees

11 Nov - 12 Nov

18. Driftwood Resort

Montauk

Julian

Rp2.452.532

Rp3.385.099 total

includes taxes & fees

21 Oct - 22 Oct

A house with a sloped roof, large windows, and a pathway leading to the entrance.

A dining area with a chandelier, a large table, chairs, and a vase with flowers.

A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.

A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

19. Mill House Inn

Pantigo Road Historic District

Rhett

Rp5.818.475

Rp8.409.397 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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.

20. Topping Rose House

Bridgehampton

Adam

Rp11.198.326

Rp12.856.749 total

includes taxes & fees

25 Oct - 26 Oct

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Top Lion Head Beach Hotel Reviews

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!!!"

Montauk Blue Hotel

10/10 Excellent

"Lovely stay! Great ocean views from the room and balcony. Staff were very helpful and friendly."

The Harbor Front Inn

10/10 Excellent

"Beautiful view and quiet"

Zey Hotel

10/10 Excellent

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

Beachcomber Resort at Montauk

10/10 Excellent

"Everything was wonderful…location, view, amenities made our stay so memorable. Can’t wait to go back!"

Offshore Montauk

10/10 Excellent

"This was my first time staying @ this property. The staff were so kind & helpful! The gentleman at the front desk was beyond helpful from the moment we checked in, to the moment we left! This team knows the meaning of hospitality! 5 star service Would stay here again !! Thank you :)"

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."

Ocean Surf Resort

10/10 Excellent

"Perfect for weekend stay"

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