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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Shelter Island

Coffee/tea maker, fridge, microwave, oven

1. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is AU$2,044
includes taxes & fees
15 Sept - 16 Sept
Work and Play Special! Extended Stay Discount
Outdoor dining

2. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (49 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is AU$458
includes taxes & fees
8 Sept - 9 Sept
The Chequit
Front of property – evening/night

3. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (64 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is AU$510
includes taxes & fees
25 Aug - 26 Aug
Shelter Island House
Terrace/patio

4. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (107 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is AU$948
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel
Beach bar

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (162 reviews)
The price is AU$643
includes taxes & fees
16 Sept - 17 Sept
Silver Sands Motel & Beach Bungalows
Exterior

6. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (318 reviews)
"Great stay"
United States
Connor
The price is AU$504
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips
Exterior

7. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (380 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is AU$380
includes taxes & fees
16 Sept - 17 Sept
Zey Hotel
Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

8. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (638 reviews)
"Very nice property/staff and a great location"
United States
David
The price is AU$496
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn
Resort view

9. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (690 reviews)
"Great in town getaway"
United States
Yveline
The price is AU$542
includes taxes & fees
10 Sept - 11 Sept
Sound View Greenport
Flat-screen TV

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AU$512
includes taxes & fees
17 Sept - 18 Sept
North Fork Resort
Condo | Terrace/patio

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (284 reviews)
"Great place!"
United States
Christine
The price is AU$620
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
Sun-loungers, beach towels

12. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is AU$525
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

13. Oyster Estate

Oyster Estate
2.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is AU$550
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate
Sun-loungers, beach towels

14. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is AU$525
includes taxes & fees
8 Sept - 9 Sept
Aqua Vista
Beach

15. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (22 reviews)
"Close to the train, beach and restaurant, very convenient on foot"
United States
Nigel
The price is AU$525
includes taxes & fees
13 Sept - 14 Sept
Harbor Heights
Sun-loungers, beach towels

16. 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, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AU$719
includes taxes & fees
7 Sept - 8 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Bar (on property)

17. 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 AU$648
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport NY - King Suite 1
Terrace/patio

18. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (205 reviews)
The price is AU$693
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel
Building design

19. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (658 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is AU$613
includes taxes & fees
13 Sept - 14 Sept
Sag Harbor Inn
Terrace/patio

20. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is AU$613
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport - Petite King Room 7
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

Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Simple but tastefully updated rooms with a bonus ocean view! Had everything we needed to make our stay in Montauk wonderful Great location Spotless and well maintained grounds Very nice pool and lounging areas"
Lewis 3-night trip
Posted 1 day ago
Ocean Resort Inn

Find out more about Shelter Island

Shelter Island Country House information

Number of reviews
2,136
Accommodation
6 Country House
Lowest Price
AU$380
Highest Price
AU$2,044