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Lion Head Beach Vacation Rentals

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Our top choices for Lion Head Beach vacation rentals

1. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"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."
United States
Gaurang J
The price is CA $165
CA $226 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort

2. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,401 reviews)
"Beautiful property"
United States
John
The price is CA $179
CA $232 total
includes taxes & fees
Oct 12 - Oct 13
Montauk Manor

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is CA $298
CA $452 total
includes taxes & fees
Sep 20 - Sep 21
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

4. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is CA $122
CA $1,790 total
includes taxes & fees
Sep 15 - Sep 16
BlackBerry Private home with jacuzzi yearlong

5. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is CA $227
CA $304 total
includes taxes & fees
Oct 5 - Oct 6
Driftwood Resort

6. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S7-CedarPt, East Hampton, NY

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (54 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $416
CA $475 total
includes taxes & fees
Sep 16 - Sep 17
North Fork Resort

8. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is CA $225
CA $583 total
includes taxes & fees
Sep 20 - Sep 21
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

9. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (449 reviews)
"It was wonderful"
United States
christopher
The price is CA $197
CA $240 total
includes taxes & fees
Sep 28 - Sep 29
Montauk Oceanside Suites

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

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is CA $298
CA $464 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

11. Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 reviews)
"It was a really great experience! We barbecued and made a camp fire. Took a walk on the beach. Played in the playground. The pizza and breakfast sandwiches in the café were delicious! We will definitely be coming back!"
United States
Brian F.
The price is CA $298
CA $464 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,D28-CedarPt, East Hampton, NY

12. Safari Tent Glamping,S3-CedarPt, East Hampton, NY

Safari Tent Glamping,S3-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"The store was great and the upgrades were perfect. The pizza was excellent and hope to be back soon"
United States
Joseph
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S3-CedarPt, East Hampton, NY

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
The price is CA $401
CA $582 total
includes taxes & fees
Oct 5 - Oct 6
Cliffside Resort Condominiums

14. Safari Tent Glamping,S11-CedarPt, East Hampton, NY

Safari Tent Glamping,S11-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Our tent was spacious and the bed was very comfortable with an incredible view of the harbor. Dave and Lee were very gracious and helpful. We especially enjoyed the Camp Store and the delicious omelets. Plus - how quiet and peaceful it was!"
United States
Lee
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S11-CedarPt, East Hampton, NY

15. Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Safari Tent Glamping,S9-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"It was relaxing and beautiful - a perfect and affordable getaway from the city! Also great proximity to so many fun things."
United States
Carolyn
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S9-CedarPt, East Hampton, NY

16. Safari Tent Glamping,S8-CedarPt, East Hampton, NY

Safari Tent Glamping,S8-CedarPt, East Hampton, NY
East Hampton
9.6 out of 10, Exceptional, (4 reviews)
"Great time ina great place friendly and helpful staff clean cabins"
United States
Ceren B.
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S8-CedarPt, East Hampton, NY

17. Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.4 out of 10, Exceptional, (6 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is CA $298
CA $447 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,S6-CedarPt, East Hampton, NY

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is CA $298
CA $452 total
includes taxes & fees
Sep 20 - Sep 21
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

19. Safari Tent Glamping,D26-CedarPt, East Hampton, NY

Safari Tent Glamping,D26-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"This campground is a pleasant and relaxing place to spend a few days. I love to sit by the fire pit and look out on the water. The new on site pizza place was delicious."
United States
Melissa
The price is CA $298
CA $464 total
includes taxes & fees
Sep 17 - Sep 18
Safari Tent Glamping,D26-CedarPt, East Hampton, NY

20. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is CA $265
CA $389 total
includes taxes & fees
Sep 23 - Sep 24
The Surf Club
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lion Head Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 14 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 East End Seaport Maritime Museum, or get out into nature at a spot like The Hamptons Beaches. In the larger area, you’ll find LongHouse Reserve and Atlantic Avenue Beach.

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.