Lion Head Beach Vacation Rentals

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Our top choices for Lion Head Beach vacation rentals

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (20 reviews)
"Great stay & great staff!"
United States
James
$273 nightly
The price is $312
Jun 7 - Jun 8
Total with taxes and fees
North Fork Resort

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,356 reviews)
"Had a wonderful stay"
United States
Meghan
$316 nightly
The price is $361
Jun 8 - Jun 9
Total with taxes and fees
Montauk Manor

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
$260 nightly
The price is $298
Jun 7 - Jun 8
Total with taxes and fees
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
$260 nightly
The price is $298
Jun 7 - Jun 8
Total with taxes and fees
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (240 reviews)
"Very close to beach"
United States
Rabia
$301 nightly
The price is $344
Jun 7 - Jun 8
Total with taxes and fees
Driftwood Resort

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (314 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
$289 nightly
The price is $330
Jun 7 - Jun 8
Total with taxes and fees
Windward Shores Ocean Resort

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
$232 nightly
The price is $262
Jun 7 - Jun 8
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
$271 nightly
The price is $310
Jun 7 - Jun 8
Total with taxes and fees
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (282 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
$359 nightly
The price is $410
Jun 10 - Jun 11
Total with taxes and fees
The Surf Club

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (254 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
$262 nightly
The price is $299
Jun 22 - Jun 23
Total with taxes and fees
Cliffside Resort Condominiums

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
$626 nightly
The price is $708
Jun 18 - Jun 19
Total with taxes and fees
Beach Cottage, private beach and pass

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
$225 nightly
The price is $257
Jun 22 - Jun 23
Total with taxes and fees
Montauk Oceanside Suites

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
8.8 out of 10, Excellent, (6 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
$389 nightly
The price is $440
Jun 8 - Jun 9
Total with taxes and fees
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
$504 nightly
The price is $575
Jun 8 - Jun 9
Total with taxes and fees
Lovely studio with AC in charming Sag Harbor

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
$4,738 nightly
The price is $5,413
Jun 10 - Jun 11
Total with taxes and fees
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (59 reviews)
"Adorable cottage. Nice location. "
United States
Janet B.
$299 nightly
The price is $338
Jun 15 - Jun 16
Total with taxes and fees
Insta-worthy Couples Retreat: Perfect for romantic getaway!

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$407 nightly
The price is $460
Jun 8 - Jun 9
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (1 review)
"This is a must property for any vacationer traveling to Long Island. You will fall in love with quiet evenings after delightful beach walks. Don’t forget the therapeutic ocean air! Within very short walking distance, you are near The Pavilion and the famous Kokomo’s Restaurant. Kokomo’s is the best ocean restaurant in Old Lyme for a reason, with fantastic ocean views and an unmatched family dining experience. As Old Lyme begins its long-awaited restoration project, this beach apartment will...
United States
Jennivere
$247 nightly
The price is $279
Jun 7 - Jun 8
Total with taxes and fees
Keel at Soundview · Beach+OceanView+Sunrise

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
$1,796 nightly
The price is $1,914
Jun 8 - Jun 9
Total with taxes and fees
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
$755 nightly
The price is $862
Jun 8 - Jun 9
Total with taxes and fees
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lion Head Beach Hotel Reviews

Find out more about Lion Head Beach

Everything you need to know about Lion Head Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lion Head Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lion Head Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lion Head Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lion Head Beach. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lion Head Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $257 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lion Head Beach rentals

At Expedia, we put the best Lion Head Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Lion Head Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lion Head Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lion Head Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Lion Head Beach?

Yes, you can find vacation rentals close to well known sights in Lion Head Beach, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Lion Head Beach has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This vacation home rental outside of Lion Head Beach is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals will I find in Lion Head Beach?

With 16 Expedia vacation rentals, you're sure to find just the right place for your Lion Head Beach stay.

What’s there to see and do in Lion Head Beach?

Explore the area and family-friendly sights such as Railroad Museum of Long Island, or get out into nature at a spot like The Hamptons Beaches. In the larger area, you’ll find Pollock-Krasner House and Study Center and LongHouse Reserve.

What’s a vacation rental in Lion Head Beach like?

Vacation rentals are private properties you can book for a couple of days or more in Lion Head Beach. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.