Villas in Shelter Island

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Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
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In four months
Mar 20 - Mar 22

Villas in Shelter Island

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

Recommended hotels in Shelter Island

Exterior
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
$1,165 nightly
The price is $1,331
Nov 29 - Nov 30
Total with taxes and fees
Work and Play Special! Extended Stay Discount
Ocean View 2 Queens | 1 bedroom, premium bedding, pillowtop beds, blackout drapes
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (71)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
$131 nightly
The price is $150
Dec 8 - Dec 9
Total with taxes and fees
Offshore Montauk
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, (536)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
$141 nightly
The price is $161
Dec 21 - Dec 22
Total with taxes and fees
The Harbor Front Inn
Exterior
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1000)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
$71 nightly
The price is $82
Dec 2 - Dec 3
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1262)
"Always excellent, even suring my eleventh stay."
United States
Daryl
$156 nightly
The price is $178
Dec 8 - Dec 9
Total with taxes and fees
Montauk Manor
Free WiFi, bed sheets
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$176 nightly
The price is $201
Nov 25 - Nov 26
Total with taxes and fees
North Fork Cottages & RV Resort
Terrace/patio
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1001)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
$144 nightly
The price is $165
Nov 25 - Nov 26
Total with taxes and fees
Inn at Harbor Hill Marina
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (384)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$106 nightly
The price is $122
Nov 30 - Dec 1
Total with taxes and fees
The Bentley Hotel Southampton
Exterior
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (68)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
$117 nightly
The price is $134
Nov 30 - Dec 1
Total with taxes and fees
Hampton Bays Hotel on Main
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
$72 nightly
The price is $82
Dec 1 - Dec 2
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
Front of property
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
Southold
9.6 out of 10, Exceptional, (221)
"Great quick stay"
United States
Jasmine T
$177 nightly
The price is $203
Dec 6 - Dec 7
Total with taxes and fees
The Shoals Suites and Slips
Interior
The Bridge at Soundview · Beach+OceanView+Sunrise

The Bridge at Soundview · Beach+OceanView+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
United States
Emotional J.
$433 nightly
The price is $489
Nov 25 - Nov 26
Total with taxes and fees
The Bridge at Soundview · Beach+OceanView+Sunrise
Property grounds
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$101 nightly
The price is $114
Nov 25 - Nov 26
Total with taxes and fees
Hamlet Inn
Exterior
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (294)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Clinton Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (877)
"Very clean and spacious room! "
United States
Mary Beth
$131 nightly
The price is $150
Dec 8 - Dec 9
Total with taxes and fees
Kenny's Tipperary Inn
Lunch, dinner, brunch served; American cuisine, beach views
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (593)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$203 nightly
The price is $232
Nov 25 - Nov 26
Total with taxes and fees
Sound View Greenport
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (706)
"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 8 - Dec 9
Total with taxes and fees
Shorewood Inn
Exterior
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1010)
"Staff was kind. Easy, comfortable stay."
United States
Jake
$101 nightly
The price is $116
Nov 30 - Dec 1
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
View from property
American Beech Hotel

American Beech Hotel

3.5 star property
Greenport
8.8 out of 10, Excellent, (194)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
$234 nightly
The price is $267
Nov 25 - Nov 26
Total with taxes and fees
American Beech Hotel
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.0 out of 10, Wonderful, (122)
"Great location. Nice and clean room and property"
United States
Eric
$128 nightly
The price is $147
Dec 1 - Dec 2
Total with taxes and fees
The Niantic Inn
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 Shelter Island Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"I always have a 5/5 stay at Montauk Blue. "
Matthew 2-night trip
Posted 4 days ago
Montauk Blue Hotel

Find out more about Shelter Island

Shelter Island Villas information

Number of reviews
10,598
Accommodation
36 Villas
Lowest Price
$75
Highest Price
$267

Frequently asked questions

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