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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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Featured Cottages in Shelter Island and around

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

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"This listing was perfect for our stay. Close to the water, beautifully styled, and plenty of items to cook and clean.Thanks so much, Erin!"
The price is €301
includes taxes & fees
6 Oct - 7 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.4 out of 10, Exceptional, (31)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is €176
includes taxes & fees
6 Oct - 7 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
Luxury Tiny Home In Niantic
Exterior

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (5)
"This property is perfect for 2-3 guests and located within short distance to town. The house is well built and very clean. Five Stars"
The price is €297
includes taxes & fees
14 Oct - 15 Oct
Luxury Tiny Home In Niantic
Luxurious 3 BR Cottage w/ Ocean View Balcony
Exterior

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (2)
"Had a great weekend. Right on beach. Beautiful."
Luxurious 3 BR Cottage w/ Ocean View Balcony
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio

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

10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Exterior

My Humble Abode 2BR Beachside Home | TennisPoolPKG

10.0 out of 10, Exceptional, (1)
The price is €876
includes taxes & fees
15 Oct - 16 Oct
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Luxury Montauk Waterfront Cottage with Private Spa & Sunset Views
Outdoor dining

Luxury Montauk Waterfront Cottage with Private Spa & Sunset Views

Luxury Montauk Waterfront Cottage with Private Spa & Sunset Views
East End Escape
Exterior

East End Escape

The price is €472
includes taxes & fees
16 Oct - 17 Oct
East End Escape
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

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"Liked having and using pool. didn't realize there would be a swimming lesson going on at same time. As this was a quick stop over on our way to Bar Harbor, it fit our needs. Since the room was on the street side it was a bit noisy even with fan running all the time. The room was clean and comfortable and we enjoyed the breakfast which was included. "
Michael 1-night trip
Posted 5 days ago
Quality Inn Old Saybrook - Westbrook

Find out more about Shelter Island

Find out more about Shelter Island

Shelter Island Cottages information

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