Search Vacation Homes in Lion Head Beach

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Lion Head Beach vacation homes

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

Vacation Home in Waterford

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
$320 nightly
The price is $362
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Smart TV, fireplace, table tennis, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
$6,353 nightly
The price is $7,259
Dec 15 - Dec 16
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Beach nearby
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Vacation Home in East Lyme

The Bay Cottage · Rocky Neck Park, Beach & Niantic
2.0 star property
9.0 out of 10, Wonderful, (4)
"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.
$323 nightly
The price is $365
Dec 19 - Dec 20
Total with taxes and fees
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
$5,630 nightly
The price is $6,432
Dec 17 - Dec 18
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

Blackberry: Private home with jacuzzi year-round
9.0 out of 10, Wonderful, (4)
"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.
$771 nightly
The price is $881
Dec 16 - Dec 17
Total with taxes and fees
Blackberry: Private home with jacuzzi year-round
Terrace/patio
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$242 nightly
The price is $277
Dec 14 - Dec 15
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Outdoor dining
Coastal New England Waterfront Home, Harkness Park, Casinos

Vacation Home in Waterford

Coastal New England Waterfront Home, Harkness Park, Casinos
10.0 out of 10, Exceptional, (126)
"Wonderful location (very close to downtown Niantic); clean, bright, beautiful home; well appointed kitchen overall; loved gate at top of stairs, rail for bottom bunk and high chair since I have a toddler; owner was very responsive, kind and helpful when needed. I would definitely recommend and stay again!"
United States
Anne M.
$486 nightly
The price is $550
Dec 15 - Dec 16
Total with taxes and fees
Coastal New England Waterfront Home, Harkness Park, Casinos
Dining
Charming Northfork Townhouse- walk to all

Vacation Home in Greenport

Charming Northfork Townhouse- walk to all
10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
$563 nightly
The price is $643
Dec 13 - Dec 14
Total with taxes and fees
Charming Northfork Townhouse- walk to all
Interior
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
$5,589 nightly
The price is $6,385
Dec 15 - Dec 16
Total with taxes and fees
Sag Harbor Water View w Dock 1.5ml from town
Dining
Designer East Hampton Farmhouse

Vacation Home in East Hampton North

Designer East Hampton Farmhouse
$1,057 nightly
The price is $1,127
Jan 2 - Jan 3, 2026
Total with taxes and fees
Designer East Hampton Farmhouse
Property grounds
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Vacation Home in Southampton

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
$1,504 nightly
The price is $1,593
Jan 5 - Jan 6, 2026
Total with taxes and fees
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
TV, fireplace, stereo, offices
Serene East Hampton Escape

Vacation Home in East Hampton North

Serene East Hampton Escape
2.0 star property
$1,001 nightly
The price is $1,065
Jan 2 - Jan 3, 2026
Total with taxes and fees
Serene East Hampton Escape
Interior
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Vacation Home in East Hampton

Upscale Hamptons Home: 1 Mi to Sammys Beach!
9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
$1,085 nightly
The price is $1,240
Dec 31 - Jan 1, 2026
Total with taxes and fees
Upscale Hamptons Home: 1 Mi to Sammys Beach!
Smart TV, fireplace, stereo
Minutes from the beach, brand new 4 bedroom

Vacation Home in Southampton

Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
$971 nightly
The price is $1,109
Dec 14 - Dec 15
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom
Smart TV, fireplace
Northfork Townhouse- walk to all/ newly renovated

Vacation Home in Greenport

Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
$600 nightly
The price is $686
Dec 13 - Dec 14
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated
Living area
Cozy 5 Bedroom With Wi-fi And Air Condition

Vacation Home in Wainscott

Cozy 5 Bedroom With Wi-fi And Air Condition
$1,696 nightly
The price is $1,938
Dec 13 - Dec 14
Total with taxes and fees
Cozy 5 Bedroom With Wi-fi And Air Condition
Interior
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Vacation Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
$832 nightly
The price is $950
Dec 16 - Dec 17
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Living area
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi

Vacation Home in East Hampton

4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi
$1,485 nightly
The price is $1,697
Dec 31 - Jan 1, 2026
Total with taxes and fees
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi
Property grounds
American Beech in Greenport - Deluxe King 6

Vacation Home in Greenport

American Beech in Greenport - Deluxe King 6
2.0 out of 10, (1)
"Not as advertised. Very disappointed "
United States
Jeffrey
$300 nightly
The price is $343
Dec 14 - Dec 15
Total with taxes and fees
American Beech in Greenport - Deluxe King 6
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

Montauk Manor

Montauk Manor

10/10 Excellent
"Everything was perfect. Only disappointment was not being able to get a couple’s massage or even at the same time(understandable as only one person working in the spa) and was looking forward to sitting bybthe indoor pool to read and relax but they do not have chairs only benches. Jacuzzi kind of small also. Overall we really enjoyed our stay!! "
Donna 2-night trip
Posted 20 hours ago
Montauk Manor

Find out more about Lion Head Beach

Lion Head Beach Vacation Homes information

Number of reviews
182
Accommodation
1437 Vacation Homes
Lowest Price
$277
Highest Price
$7,259

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