Lion Head Beach Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Lion Head Beach holiday rentals

Free WiFi, bed sheets

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is S$249
includes taxes & fees
5 Apr - 6 Apr
North Fork Cottages & RV Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,309 reviews)
"Great property "
United States
brian
The price is S$247
includes taxes & fees
27 Apr - 28 Apr
Montauk Manor
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is S$252
includes taxes & fees
6 Apr - 7 Apr
Windward Shores Ocean Resort
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is S$267
includes taxes & fees
29 Apr - 30 Apr
Cliffside Resort Condominiums
Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is S$214
includes taxes & fees
16 Apr - 17 Apr
Montauk Oceanside Suites
Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (280 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is S$367
includes taxes & fees
30 Apr - 1 May
The Surf Club
Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (236 reviews)
"Great place to stay for small family "
United States
DongHo
The price is S$270
includes taxes & fees
28 Apr - 29 Apr
Driftwood Resort
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is S$951
includes taxes & fees
5 Apr - 6 Apr
Offshore Residences
Living area

PinkWood PlayHouse

PinkWood PlayHouse
4.0 star property
East Hampton
The price is S$4,397
includes taxes & fees
8 Apr - 9 Apr
PinkWood PlayHouse
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Very clean room, good quality. The outside pool under construction as of March 2026. "
Piotr 1-night trip
Posted 2 days ago
Offshore Montauk

Frequently asked questions

Can I find holiday rentals in Lion Head Beach?

Yes, there are holiday rentals close to the most popular sights in Lion Head Beach, or you can select a more secluded option if you're looking for a relaxing stay.

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

With 19 Expedia holiday rentals, you're guaranteed 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 Sag Harbor Whaling and Historical Museum, or get out into nature at a spot like The Hamptons Beaches. In the wider area, you’ll find Pollock-Krasner House and Study Center and LongHouse Reserve.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lion Head Beach. Holiday rentals feature extras such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.