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Search Chalets in Shelter Island from CA $220

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Recommended hotels in Shelter Island

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
The price is CA $240
CA $274 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (189 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $274
CA $313 total
includes taxes & fees
Dec 10 - Dec 11
Silver Sands Motel & Beach Bungalows

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (446 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $192
CA $220 total
includes taxes & fees
Nov 17 - Nov 18
Zey Hotel

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (675 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $193
CA $261 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn

5. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (350 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $262
CA $335 total
includes taxes & fees
Nov 10 - Nov 11
The Shoals Suites and Slips

6. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (767 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $215
CA $286 total
includes taxes & fees
Nov 23 - Nov 24
Sound View Greenport

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is CA $266
CA $335 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate

8. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is CA $347
CA $460 total
includes taxes & fees
Dec 8 - Dec 9
The Menhaden

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $271
CA $467 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums

10. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is CA $354
CA $461 total
includes taxes & fees
Nov 12 - Nov 13
American Beech Hotel

11. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is CA $121
CA $322 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper

12. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $121
CA $324 total
includes taxes & fees
Nov 15 - Nov 16
Harbor Heights

13. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $134
CA $342 total
includes taxes & fees
Nov 18 - Nov 19
Aqua Vista

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (687 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is CA $309
CA $353 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (321 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $458
CA $575 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor

16. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is CA $276
CA $605 total
includes taxes & fees
Nov 11 - Nov 12
Beach Block Hideaway

17. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is CA $184
CA $492 total
includes taxes & fees
Nov 10 - Nov 11
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

18. American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
The price is CA $295
CA $428 total
includes taxes & fees
Nov 12 - Nov 13
American Beech in Greenport NY - King Suite 1

19. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $436
CA $498 total
includes taxes & fees
Nov 17 - Nov 18
North Fork Resort

20. American Beech - Deluxe King Suite 14

American Beech - Deluxe King Suite 14
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"Right in the heart of Greenport Villiage "
United States
Suzanne B.
The price is CA $380
CA $533 total
includes taxes & fees
Nov 11 - Nov 12
American Beech - Deluxe King Suite 14
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

Find out more about Shelter Island

Shelter Island Chalets information

Number of reviews
3,107
Accommodation
1 Chalets
Lowest Price
CA $220
Highest Price
CA $605

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