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12 Dec - 14 Dec
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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, (53)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
Work and Play Special! Extended Stay Discount
Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (73)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is SAR 305
SAR 563 total
includes taxes & fees
15 Dec - 16 Dec
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, (539)
"Awesome stay!!! Great Location "
United States
Bryan
The price is SAR 391
SAR 631 total
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front Inn
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
Niantic
9.0 out of 10, Wonderful, (123)
"Great location. Nice and clean room and property"
United States
Eric
The price is SAR 334
SAR 385 total
includes taxes & fees
9 Dec - 10 Dec
The Niantic Inn
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is SAR 520
SAR 668 total
includes taxes & fees
15 Dec - 16 Dec
Montauk Manor
Luxury Tent | 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
North Fork Cottages & RV Resort
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)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
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, (878)
"Very clean and spacious room! "
United States
Mary Beth
Kenny's Tipperary Inn
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (388)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is SAR 441
SAR 508 total
includes taxes & fees
11 Dec - 12 Dec
The Bentley Hotel Southampton
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
The price is SAR 251
SAR 289 total
includes taxes & fees
8 Dec - 9 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior
The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
Old Lyme
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is SAR 290
SAR 731 total
includes taxes & fees
2 Jan - 3 January 2026
The Stern at Soundview · Beach+Ocean+Sunrise
Exterior
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is SAR 285
SAR 328 total
includes taxes & fees
3 Dec - 4 Dec
Clinton Motel
Property grounds
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is SAR 385
SAR 498 total
includes taxes & fees
16 Dec - 17 Dec
Hamlet Inn
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (707)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
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, (224)
"Great quick stay"
United States
Jasmine T
The price is SAR 619
SAR 708 total
includes taxes & fees
8 Dec - 9 Dec
The Shoals Suites and Slips
Restaurant
Zey Hotel

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Exterior
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"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
Hampton Bays Hotel on Main
Exterior
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1015)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is SAR 379
SAR 436 total
includes taxes & fees
8 Dec - 9 Dec
Quality Inn Old Saybrook - Westbrook
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, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is SAR 601
SAR 871 total
includes taxes & fees
8 Dec - 9 Dec
Sound View Greenport
Exterior
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

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

Waterford
10.0 out of 10, Exceptional, (10)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is SAR 358
SAR 1,359 total
includes taxes & fees
3 Dec - 4 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Staff"
Victor 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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