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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Shelter Island cottages

Balcony

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is £157
includes taxes & fees
21 Apr - 22 Apr
North Fork Cottages & RV Resort
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (40 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is £138
includes taxes & fees
29 Apr - 30 Apr
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (21 reviews)
"The home was exactly as described and well appointed, yet charming and cozy. Great location near Niantic, Stonington and Mystic. Perfect for a sister’s birthday getaway. "
United States
Dianne B.
The price is £243
includes taxes & fees
22 Apr - 23 Apr
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is £357
includes taxes & fees
14 May - 15 May
Beach Cottage, private beach and pass
Property grounds

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Pipes Cove
9.8 out of 10, Exceptional, (104 reviews)
"Relaxing stay on beautiful property."
United States
Annie B.
The price is £288
includes taxes & fees
9 May - 10 May
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Smart TV

Seabreeze 3 Cozy cottage by the beach

Seabreeze 3 Cozy cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is £359
includes taxes & fees
26 Apr - 27 Apr
Seabreeze 3 Cozy cottage by the beach
Terrace/patio

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is £495
includes taxes & fees
22 Apr - 23 Apr
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"What a surprise?Amazing room, really well done on the renovation, beautiful property. Amenity bag with great snacks at check in.I was really surprised at this place, they know what they're doing"
Douglas 2-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

Find out more about Shelter Island

Shelter Island Cottages information

Number of reviews
177
Accommodation
226 Cottages
Lowest Price
£138
Highest Price
£495

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