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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Condo Resorts in Shelter Island

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

Recommended hotels in Shelter Island

Ocean View 2 Queens | Premium bedding, pillowtop beds, blackout drapes, free WiFi
Offshore Montauk

Offshore Montauk

2.0 star property
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
17 Dec - 18 Dec
Offshore Montauk
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Motel in Old Saybrook

2.0 star property
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is SAR 252
SAR 289 total
includes taxes & fees
9 Dec - 10 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
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, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Motel in Southampton

2.0 star property
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
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
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 grounds
Clinton Motel

Motel in Clinton

2.5 star property
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is SAR 293
SAR 337 total
includes taxes & fees
8 Dec - 9 Dec
Clinton Motel
Terrace/patio
Shorewood Inn

Motel in Riverhead

2.5 star property
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
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.8 out of 10, Good, (1015)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is SAR 380
SAR 437 total
includes taxes & fees
9 Dec - 10 Dec
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Motel in Culloden Shores

2.0 star property
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
IPod dock, MP3 dock
The Captain Stannard

Bed & Breakfast in Westbrook Center

3.0 star property
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is SAR 576
SAR 639 total
includes taxes & fees
9 Dec - 10 Dec
The Captain Stannard
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

2.0 star property
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 285
SAR 726 total
includes taxes & fees
7 Dec - 8 Dec
The Stern at Soundview · Beach+Ocean+Sunrise
Front of property - evening/night
Montauk Manor

Aparthotel in Montauk

3.5 star property
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
4 Dec - 5 Dec
Montauk Manor
Property grounds
Liberty Inn

Liberty Inn

2.0 star property
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is SAR 271
SAR 311 total
includes taxes & fees
9 Dec - 10 Dec
Liberty Inn
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2.0 star property
7.0 out of 10, Good, (906)
"A simple, affordable, conveniently located, and pleasant stay."
United States
Jason
The price is SAR 230
SAR 272 total
includes taxes & fees
9 Dec - 10 Dec
Super 8 by Wyndham Old Saybrook
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

10.0 out of 10, Exceptional, (1)
The price is SAR 206
SAR 1,707 total
includes taxes & fees
4 Dec - 5 Dec
Seabreeze #3: Cozy Cottage by the beach
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
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
Property grounds
Inn at Harbor Hill Marina

Bed & Breakfast in Niantic

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is SAR 597
SAR 686 total
includes taxes & fees
9 Dec - 10 Dec
Inn at Harbor Hill Marina
Exterior
Lamplighter Motel - Clinton, Connecticut

Motel in Clinton

2.5 star property
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is SAR 244
SAR 281 total
includes taxes & fees
2 Jan - 3 January 2026
Lamplighter Motel - Clinton, Connecticut
Standard Studio, 1 King Bed, Non Smoking | Premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
9.0 out of 10, Wonderful, (124)
"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
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Vacation Home in 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
4 Dec - 5 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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"
Andrew 2-night trip
Posted 3 days ago
Saybrook Point Resort & Marina