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Village of Southampton Chalets

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Chalets in Village of Southampton

No exact matches found, but these alternatives could be just right

Recommended hotels in Village of Southampton

Property entrance
Southampton Inn

Southampton Inn

3.0 star property
Southampton
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
$214 nightly
The price is $245
Dec 9 - Dec 10
Total with taxes and fees
Southampton Inn
Porch
Harpoon House

Harpoon House

3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
$278 nightly
The price is $318
Dec 20 - Dec 21
Total with taxes and fees
Harpoon House
Outdoor dining
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton
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,...
Exterior
Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom

Southampton
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
$971 nightly
The price is $1,109
Dec 12 - Dec 13
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom
Exterior
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton
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.
$1,050 nightly
The price is $1,200
Jan 1 - Jan 2, 2026
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$118 nightly
The price is $135
Dec 11 - Dec 12
Total with taxes and fees
The Bentley Hotel Southampton
Exterior
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$114 nightly
The price is $128
Dec 9 - Dec 10
Total with taxes and fees
Hamlet Inn
Exterior
House on Chase Creek

House on Chase Creek

2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
House on Chase Creek
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (543)
"Awesome stay!!! Great Location "
United States
Bryan
$174 nightly
The price is $199
Dec 29 - Dec 30
Total with taxes and fees
The Harbor Front Inn
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
Riverhead
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
$91 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (708)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
$93 nightly
The price is $106
Dec 22 - Dec 23
Total with taxes and fees
Shorewood Inn
Front of property
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (226)
"Food!"
United States
Ryan
$174 nightly
The price is $199
Dec 29 - Dec 30
Total with taxes and fees
The Shoals Suites and Slips
Exterior
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3.0 star property
Riverhead
8.6 out of 10, Excellent, (1003)
"Staff was courteous and the room was spotless. Food service is very good as well. "
United States
Efrem
$103 nightly
The price is $118
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Riverhead
BBQ/picnic area
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
$133 nightly
The price is $152
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hyatt Place Long Island East End
Graybarn Cottage | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Mill House Inn

Mill House Inn

5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
$330 nightly
The price is $377
Dec 9 - Dec 10
Total with taxes and fees
Mill House Inn
View from property
American Beech Hotel

American Beech Hotel

3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
$234 nightly
The price is $267
Dec 9 - Dec 10
Total with taxes and fees
American Beech Hotel
Exterior detail
Southampton Long Island Hotel

Southampton Long Island Hotel

2.5 star property
Southampton
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
$125 nightly
The price is $142
Jan 7 - Jan 8, 2026
Total with taxes and fees
Southampton Long Island Hotel
Exterior
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Great staff, very clean and modern facility, nicely appointed rooms, and a lot of things nearby to do."
United States
Mary J
$124 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
Residence Inn by Marriott New York Long Island East End
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

4.0 star property
East Hampton
9.8 out of 10, Exceptional, (160)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
$279 nightly
The price is $363
Dec 9 - Dec 10
Total with taxes and fees
The 1770 House Restaurant & Inn
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
$437 nightly
The price is $499
Dec 9 - Dec 10
Total with taxes and fees
East Hampton Art House Bed & Breakfast
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 Village of Southampton Hotel Reviews

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

10/10 Excellent
"Everything was good "
Monica 1-night trip
Posted 18 hours ago
Budget Host East End Hotel in Riverhead

Find out more about Village of Southampton

Village of Southampton Chalets information

Number of reviews
7,790
Accommodation
1 Chalets
Lowest Price
$104
Highest Price
$1,593

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