Old Mansions - Vacation Rentals in Truman's Beach

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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 $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 $383

         

|

9.8 (24 Reviews)

Bed & Breakfast

Stirling House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $1,288

         

9.6 (5 Reviews)

House

Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now

• Air Conditioner
• Parking
• Pool

• New York
• Orient

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From US $118

         

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10.0 (2 Reviews)

Apartment

Charming Greenport Gem 1, 1 Mile to Ferry!

• Parking
• Accessibility
• Security/Safety

• New York
• Greenport

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From US $469

         

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9.2 (15 Reviews)

Bed & Breakfast

Arbor View House B&B

• Air Conditioner
• Parking
• Pool

• New York
• East Marion

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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 $225

         

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9.9 (21 Reviews)

Bed & Breakfast

The Stirling House Waterfront Inn Greenport

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $231

         

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9.2 (290 Reviews)

Hotel

Zey Hotel

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $593

         

10.0 (27 Reviews)

House

House by the Bay with Large In-ground Pool, Steps from Beach

• Air Conditioner
• Parking
• Pet Friendly

• New York
• East Marion

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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 $487

         

10.0 (25 Reviews)

House

Cleves Point Estates Home, Private sandy beach

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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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 $638

         

10.0 (20 Reviews)

House

Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home

• Air Conditioner
• Parking
• Pool

• New York
• East Marion

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From US $794

         

10.0 (5 Reviews)

House

North Fork Paradise

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Town of Southold Town

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From US $832

         

10.0 (4 Reviews)

House

SUMMER RETREAT: Beach, Dock & Pool overlooking the Peconic Bay in Greenport!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $388

         

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10.0 (4 Reviews)

House

Quiet 3BR home in East Marion. Private beach access 3 min walk away.

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Town of Southold Town

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From US $448

         

10.0 (2 Reviews)

Hostel

American Beech - Luxury 2 Bedroom Apartment 10

• Air Conditioner
• TV
• View

• New York
• Greenport

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From US $417

         

10.0 (2 Reviews)

House

Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Town of Southold Town

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From US $766

         

10.0 (1 Review)

Cottage

Charming 3-bedroom cottage in fabulous Greenport

• Air Conditioner
• Parking
• TV

• Greenport
• Greenport West

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From US $526

         

10.0 (1 Review)

Cottage

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

• Air Conditioner
• Parking
• TV

• New York
• Town of Southold Town

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From US $342

         

10.0 (1 Review)

House

Modern home in Greenport, close to beaches, outdoor dining, perfect for families

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions 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 Truman's Beach.