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

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

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

฿7,394

฿8,448 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 pool area with lounge chairs and an umbrella, surrounded by lush greenery.

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

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

2. Journey East Hampton

East Hampton North

Erika

฿8,053

฿10,120 total

includes taxes & fees

1 Nov - 2 Nov

3. East Hampton House Resort

East Hampton North

Tina

฿4,881

฿6,494 total

includes taxes & fees

2 Nov - 3 Nov

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

A dining area with a table set for two, wicker chairs, a painting of sailboats, and a wooden ceiling with a grid pattern.

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

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

4. The Hedges Inn

East Hampton

Lauren

฿12,125

฿15,844 total

includes taxes & fees

27 Oct - 28 Oct

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

A two-story building with a porch and a flagpole.

An outdoor event with tables and umbrellas, surrounded by greenery and a building in the background.

A dining area with a table set for two, a wine bottle, and two wine glasses. There are wicker chairs, a bookshelf with various bottles, and a chandelier.

5. The Maidstone

East Hampton

Steven

฿7,107

฿8,526 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

6. The Huntting Inn

Egypt Lane Historic District

Josie

฿11,378

฿13,337 total

includes taxes & fees

1 Nov - 2 Nov

A beach with waves gently lapping onto the shore.

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.

A patio with four wicker chairs arranged around a round table with a fire pit in the center, set in a grassy outdoor area with trees and a fence in the background.

7. The Roundtree, Amagansett

Amagansett North

Dwight

฿20,068

฿24,075 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A wooden gate leading to a pathway surrounded by lush greenery and trees.

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

8. Mill House Inn

Pantigo Road Historic District

Rhett

฿10,973

฿15,860 total

includes taxes & fees

27 Oct - 28 Oct

9. Sea Crest Resort

Amagansett

Dan

฿6,728

฿8,421 total

includes taxes & fees

27 Oct - 28 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 beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

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

10. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

฿15,271

฿17,448 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A sign for Ocean Vista with a red and white van parked nearby.

A wooden deck with rows of chairs, a railing, and a view of the sea.

11. Ocean Vista Resort

Amagansett

Dan

12. Windward Shores Ocean Resort

Napeague

Banessa

฿4,634

฿6,212 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

13. Faraway Sag Harbor

Sag Harbor

Thomas

฿11,851

฿14,894 total

includes taxes & fees

22 Nov - 23 Nov

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.

14. EHP Resort & Marina

East Hampton

theresa

฿9,707

฿12,200 total

includes taxes & fees

1 Nov - 2 Nov

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

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

15. The 1770 House Restaurant & Inn

East Hampton

Lisa

฿13,590

฿18,579 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a dishwasher, a sink, and a large island with chairs. There are three arched windows on the wall and a sliding glass door leading to an outdoor area.

A modern kitchen with white cabinets and a microwave, a dining area with a white table and wooden chairs, and a large window with a view of the ocean.

16. The Hermitage

Amagansett

Yesenia

฿5,050

฿6,871 total

includes taxes & fees

28 Oct - 29 Oct

17. Driftwood Resort

Montauk

Julian

฿4,187

฿5,883 total

includes taxes & fees

30 Oct - 31 Oct

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A restaurant with a signboard listing its hours of operation.

A bar area with stools, a shelf with glasses, and decorative plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

18. Zey Hotel

Greenport

sacha

฿5,470

฿6,249 total

includes taxes & fees

27 Oct - 28 Oct

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

A small brick house with a chimney, surrounded by a well-maintained lawn and trees.

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.

19. The Reform Club

Amagansett North

Cathleen

฿26,399

฿32,574 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with two beds, a nightstand, a lamp, and wall decor.

A wooden building with a white window and a balcony.

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

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

20. The Sagaponack

Wainscott

Jane

฿6,552

฿8,836 total

includes taxes & fees

28 Oct - 29 Oct

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Top Lion Head Beach Hotel Reviews

Montauk Blue Hotel

10/10 Excellent

"Great location! On the beach and walking distance to the little downtown area! Would stay there again!"

Marram

10/10 Excellent

"Fantastic!"

Zey Hotel

10/10 Excellent

"Had a nice stay. Room was very clean. Amenities were nice. We enjoyed our 40th anniversary."

Ocean Vista Resort

10/10 Excellent

"The location could not be more perfect! Right on the beach! The rooms are beautiful and spacious. We had to check in late and it could not be easier. We are really looking forward to our next stay here!"

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Always an amazing stay at Gurneys. The ocean views and the restorative spa alone make this place so special. The staff is friendly and the rooms are kept so clean. Highly recommended."

Montauk Yacht Club

10/10 Excellent

"Excellent hotel, clean and spacious rooms, friendly and attentive staff."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Ocean Surf Resort

8/10 Good

"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

More cheap stays in Lion Head Beach

The Atlantic Hotel

1655 County Road 39 Southampton NY

฿3,616

฿4,976 total

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,000 reviews)

Hamlet Inn

300 Montauk Highway Southampton NY

฿3,920

฿5,067 total

27 Oct - 28 Oct

includes taxes & fees

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

฿4,862

฿5,555 total

1 Nov - 2 Nov

includes taxes & fees

Sun N Sound

22 Soundview Drive Montauk NY

฿4,385

฿5,560 total

2 Nov - 3 Nov

includes taxes & fees

Ocean Surf Resort

84 South Emerson Avenue Montauk NY

฿3,680

฿5,673 total

27 Oct - 28 Oct

includes taxes & fees

Ocean Vista Resort

2136 Montauk Hwy Amagansett NY

Get rates

Frequently asked questions

What's the best place for a stay in Lion Head Beach?

Gurney's Montauk Resort & Seawater Spa, located 9.6 mi (15.4 km) from the heart of Lion Head Beach, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Atlantic Hotel and Offshore Montauk. See all available top hotels, or vacation rentals in Lion Head Beach.

If I need to cancel my hotel reservation in Lion Head Beach, will I receive a refund?

Yes, the majority of room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Lion Head Beach.

What are some hotels with pools in Lion Head Beach?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. The Atlantic Hotel and Offshore Montauk are two additional hotels with an on-site pool. View all hotels with pools in Lion Head Beach.

What is staying in Lion Head Beach like?

Those travelling to Lion Head Beach will definitely enjoy the sights to see and things to do. In Lion Head Beach, there are 14 hotels and other accommodation options to choose from. Find out more about Lion Head Beach.

What are the top places to visit in Lion Head Beach?

A favourite place to visit is The Hamptons Beaches. You'll also find Pollock-Krasner House and Study Center and LongHouse Reserve in the area. Take a look at what more there is to see and do in Expedia's Lion Head Beach guide.

What's the seasonal weather like in Lion Head Beach?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Lion Head Beach is 1443 mm.

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Book Hotels in Lion Head Beach on Expedia.com

Find hotels in Lion Head Beach, NY from ฿4,976

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lion Head Beach

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lion Head Beach hotels

1. Sag Harbor Inn

2. Journey East Hampton

3. East Hampton House Resort

4. The Hedges Inn

5. The Maidstone

6. The Huntting Inn

7. The Roundtree, Amagansett

8. Mill House Inn

9. Sea Crest Resort

10. East Hampton Art House Bed & Breakfast

11. Ocean Vista Resort

12. Windward Shores Ocean Resort

13. Faraway Sag Harbor

14. EHP Resort & Marina

15. The 1770 House Restaurant & Inn

16. The Hermitage

17. Driftwood Resort

18. Zey Hotel

19. The Reform Club

20. The Sagaponack

Top Lion Head Beach Hotel Reviews

Montauk Blue Hotel

Marram

Zey Hotel

Ocean Vista Resort

Gurney's Montauk Resort & Seawater Spa

Montauk Yacht Club

Faraway Sag Harbor

Ocean Surf Resort

The Harbor Front Inn

More cheap stays in Lion Head Beach

The Atlantic Hotel

Hamlet Inn

The Bentley Hotel Southampton

Sun N Sound

Ocean Surf Resort

Ocean Vista Resort

Frequently asked questions

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