Montgomery Cottages - Vacation Rentals in Shelter Island Kayak

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From US $466

         

9.8 (102 Reviews)

Cottage

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

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $559

         

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New

House

Cozy Greenport Cottage

• Pool
• Balcony/Terrace
• Security/Safety

• Greenport
• Greenport West

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From US $238

         

10.0 (74 Reviews)

Cottage

Cottage on Beach front Estate with Dockage .Walk to Village

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $519

         

10.0 (1 Review)

Cottage

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

• Air Conditioner
• Parking
• TV

• Greenport
• Greenport West

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From US $1,738

         

New

Cottage

Picture Perfect Greenport Cottage

• Pet Friendly
• Security/Safety
• Barbecue/Outdoor Cooking

• Greenport
• Pipes Cove

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From US $818

         

9.6 (27 Reviews)

Cottage

Greenport Waterfront Private Dock

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Greenport West

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From US $686

         

10.0 (110 Reviews)

Cottage

Restored Seaport Village Cottage

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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From US $752

         

10.0 (4 Reviews)

Cottage

Charming, Historic Cottage

• Air Conditioner
• View
• Ocean View

• New York
• Shelter Island

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From US $350

         

9.8 (33 Reviews)

Cottage

Charming, Renovated Island Cottage - Shelter Island License #: 012-2017

• Air Conditioner
• Parking
• TV

• New York
• Shelter Island

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From US $489

         

9.6 (126 Reviews)

Cottage

Rose Cottage by the Bay.

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $629

         

New

Cottage

Renovated 1930's cottage on the water near Greenport with WiFi, AC

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Greenport
• Greenport West

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From US $709

         

10.0 (15 Reviews)

Cottage

Cottage on the waterfront

• Air Conditioner
• Pool
• View

• Greenport
• Pipes Cove

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From US $713

         

10.0 (1 Review)

Cottage

Silver Beach, 3 Bedroom cottage w/pool

• Air Conditioner
• Parking
• Pet Friendly

• Shelter Island Heights
• Silver Beach

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From US $658

         

10.0 (1 Review)

Cottage

Craftsman Cottage in Greenport Village

• Air Conditioner
• Parking
• TV

• Greenport
• Greenport West

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From US $1,299

         

4.8 (22 Reviews)

Cottage

Cottage Getaway, Family Friendly W/ Saltwater Heated Pool - Close To Everything

• Air Conditioner
• Pool
• View

• Greenport
• Pipes Cove

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From US $515

         

New

Cottage

Cozy Greenport Getaway

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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From US $333

         

New

Cottage

650 YARDS TO SUNSET BEACH !

• Air Conditioner
• Pet Friendly
• Security/Safety

• New York
• Shelter Island

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From US $300

         

New

Cottage

1880's Boathouse on a hill. Short walk to Crescent Beach.

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Shelter Island Heights
• The Heights

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From US $281

         

New

Cottage

Sirens Song Carriage House

• Child Friendly

• New York
• Greenport

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From US $550

         

New

Cottage

Restored Seaport Home

• Air Conditioner
• TV
• Wheelchair Accessible

• Greenport
• Pipes Cove

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From US $393

         

9.0 (2 Reviews)

Cottage

Charming secluded island cottage

• Parking
• Pet Friendly
• Security/Safety

• Shelter Island Heights
• Coecles Harbor

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From US $284

         

New

Cottage

Greenport Beach Cottage

• Air Conditioner
• Pet Friendly
• Laundry

• Greenport
• Greenport West

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★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Shelter Island Kayak.