Rent The Cottages - Vacation Rentals in Shelter Island Tennis Club

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From US $297

         

9.8 (67 Reviews)

Apartment

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $438

         

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New

House

Happiness Comes in Waves

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $383

         

|

9.8 (24 Reviews)

Bed & Breakfast

Stirling House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $480

         

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 $389

         

10.0 (1 Review)

House

Private Waterfront home Dock Kayak walk to Southold, near Greenp

• Parking
• Child Friendly

• New York
• Southold

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From US $211

         

9.4 (79 Reviews)

House

House on Chase Creek

• Air Conditioner
• Parking
• Balcony/Terrace

• Shelter Island Heights
• The Heights

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From US $266

         

10.0 (73 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 $208

         

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10.0 (2 Reviews)

Apartment

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

• Parking
• View
• Accessibility

• New York
• Greenport

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From US $330

         

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9.2 (12 Reviews)

Bed & Breakfast

Harbor Knoll Bed & Breakfast

• Parking
• Pool
• Private Pool

• Greenport
• Pipes Cove

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From US $1,154

         

10.0 (181 Reviews)

House

Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

• Air Conditioner
• Parking
• TV

• New York
• Southold

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From US $563

         

10.0 (150 Reviews)

Apartment

Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village.

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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From US $351

         

10.0 (83 Reviews)

Apartment

Bright Apartment - 1/2 Mi to Greenport Harbor!

• Air Conditioner
• TV
• View

• New York
• Greenport

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From US $485

         

10.0 (82 Reviews)

Condo

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

• Air Conditioner
• Parking
• Pool

• Greenport
• Greenport West

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From US $758

         

10.0 (55 Reviews)

House

1820 Whaling Captain's Home - A walk to a coffee or cocktail!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $1,123

         

10.0 (53 Reviews)

House

Work and Play Special! Extended Stay Discount

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island

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From US $605

         

10.0 (53 Reviews)

House

Quiet street one block to shops, restaurants & waterfront. Barn with AC TV &WIFI

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $939

         

10.0 (30 Reviews)

House

Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island

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From US $284

         

10.0 (27 Reviews)

Apartment

Charming Greenport Gem 1, 1 Mile to Ferry!

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $695

         

10.0 (26 Reviews)

House

Brand new 2 bedroom, Greenport Village, walk to town Marina Views!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $540

         

10.0 (26 Reviews)

House

Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $160

         

10.0 (23 Reviews)

House

Aqua Vista

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $1,285

         

10.0 (20 Reviews)

House

Gorgeous 5 bdrm home with beautiful bay views in the heart of Greenport Village

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $271

         

10.0 (20 Reviews)

House

Blue Bay Dream w/Seasonal Outdoor Jacuzzi, Cabana + Office

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $618

         

10.0 (19 Reviews)

House

Entire, new, roomy, village beach house close to beach, park, and town center

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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