Shelter Island Cottages
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Cottages in Shelter Island

North Fork Cottages & RV Resort
690 Queen St Greenport NY
$186 nightly
The price is $213 total per night
$213 total
Apr 29 - Apr 30
Total with taxes and fees
Located in Greenport, North Fork Cottages & RV Resort is within a 5-minute drive of Kontokosta Winery and Stony Brook Eastern Long Island Hospital.
Pool
Pet friendly

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton CT
$159 nightly
The price is $180 total per night
$180 total
Apr 29 - Apr 30
Total with taxes and fees
With a stay at this cottage in Clinton, you'll be within a 10-minute drive of Hammonasset Beach State Park and Clinton Plaza Shopping Center.
Kitchen
Air conditioning

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
greenport NY
Located in Greenport (Pipes Cove), this cottage is within a 15-minute walk of Railroad Museum of Long Island and East End Seaport Maritime Museum.
Kitchen
Washer

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford CT
$285 nightly
The price is $323 total per night
$323 total
Apr 30 - May 1
Total with taxes and fees
With a stay at this cottage in Waterford, you'll be within a 5-minute drive of Amtrak Beach and Tumbleweeds.
Kitchen
Washer

Cottage on Beach front Estate with Dockage .Walk to Village
greenport NY
With a stay at this cottage in Greenport (Pipes Cove), you'll be within a 15-minute walk of Railroad Museum of Long Island and East End Seaport Maritime Museum.
Kitchen
Washer

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Old Saybrook CT
Located in Old Saybrook, this cottage is by the sea, a short 5-minute walk from Harvey's Beach and within 3 minutes by car from Saybrook Country Barn.
Kitchen
Air conditioning

1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
Water Mill NY
When you stay at this cottage in Water Mill, you'll be by the sea, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Kitchen
Washer

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cutchogue NY
When you stay at this cottage in Cutchogue, you'll be near the beach, within a 5-minute drive of Bedell Cellars and Pindar Vineyards.
Kitchen
Washer

Beach Cottage, private beach and pass
East Lyme CT
$428 nightly
The price is $484 total per night
$484 total
May 14 - May 15
Total with taxes and fees
With a stay at this cottage in Niantic, you'll be by the sea, just a 3-minute walk from McCook Point Beach and 9 minutes by foot from Childrens Museum of Southeastern Connecticut.
Kitchen
Washer

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Montauk NY
This cottage is in the heart of Montauk, within a 10-minute walk of Hither Hills State Park and The Hamptons Beaches.
Pool
Kitchen
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.
Shelter Island Cottages essential information
Accommodation | 226 Cottages |
|---|---|
Lowest Price | $180 |
Highest Price | $484 |
Popular accommodation | North Fork Cottages & RV Resort, 1-bedroom cottage with Grove Beach 🏖️ access., 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk, Cottage on Beach front Estate with Dockage .Walk to Village, Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, 1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum. , Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, Beach Cottage, private beach and pass, Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill, Beachfront Cottage with panoramic views of Long Island Sound in Madison CT, Cozy cottage near downtown Clinton, Marina & Hammonasset Park |
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