Shelter Island Cottages

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Cottages in Shelter Island

North Fork Cottages & RV Resort

690 Queen St Greenport NY

$186 nightly

$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

$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

$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

$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

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Madison CT

With a stay at this cottage in Madison, you'll be on the beach, within a 5-minute drive of Hammonasset Beach State Park and Allis-Bushnell House and Museum.

Washer

Dryer

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton CT

With a stay at this cottage in Clinton, you'll be within a 5-minute drive of Hammonasset Beach State Park and Indian River Marina.

Kitchen

Washer

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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.