Weekendgetaways - Vacation Rentals in Shelter Island Whale's Tail

Price

Guests

More Filters

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From $301

         

New

Apartment

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $208

         

|

10.0 (2 Reviews)

Apartment

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

• Parking
• View
• Accessibility

• New York
• Greenport

View Availability

From $346

         

|

10.0 (62 Reviews)

Apartment

55 m² Apartment ∙ 1 bedroom ∙ 2 guests

• 592 ft² Apartment
• Air Conditioner
• View
• Ocean View

• New York
• Greenport

View Availability

From $383

         

|

9.8 (23 Reviews)

Bed & Breakfast

Stirling House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $746

         

10.0 (22 Reviews)

House

Waterfront House With Dock And Private Beach

• Air Conditioner
• Parking
• TV

• New York
• Shelter Island

View Availability

From $118

         

|

10.0 (2 Reviews)

Apartment

Charming Greenport Gem 1, 1 Mile to Ferry!

• Parking
• Accessibility
• Security/Safety

• New York
• Greenport

View Availability

From $271

         

|

10.0 (40 Reviews)

Apartment

37 m² Apartment ∙ 1 bedroom ∙ 2 guests

• 398 ft² Apartment
• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $315

         

9.4 (72 Reviews)

House

House on Chase Creek

• Air Conditioner
• Parking
• Balcony/Terrace

• Shelter Island Heights
• The Heights

View Availability

From $460

         

9.8 (100 Reviews)

Cottage

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

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

View Availability

From $1,119

         

|

10.0 (1 Review)

House

Shelter Island Retreat with Outdoor Pool!

• Parking
• Pool
• View

• New York
• Shelter Island Heights

View Availability

From $246

         

10.0 (9 Reviews)

Apartment

83 m² Apartment ∙ 2 bedrooms ∙ 6 guests

• 893 ft² Apartment
• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $330

         

|

9.2 (11 Reviews)

Bed & Breakfast

Harbor Knoll Bed & Breakfast

• Parking
• Pool
• Private Pool

• Greenport
• Pipes Cove

View Availability

From $272

         

10.0 (71 Reviews)

Cottage

Cottage on Beach front Estate with Dockage .Walk to Village

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

View Availability

From $225

         

|

9.9 (24 Reviews)

Bed & Breakfast

The Stirling House Waterfront Inn Greenport

• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $505

         

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

View Availability

From $341

         

|

9.8 (71 Reviews)

Bed & Breakfast

Seven Resort Style Inn near Beach

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island Heights

View Availability

From $351

         

10.0 (80 Reviews)

Apartment

Bright Apartment - 1/2 Mi to Greenport Harbor!

• Air Conditioner
• TV
• View

• New York
• Greenport

View Availability

From $236

         

|

9.8 (14 Reviews)

Apartment

Bright Apartment - half Mi to Greenport Harbor!

• Parking
• View
• Ocean View

• New York
• Greenport

View Availability

From $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

View Availability

From $375

         

|

9.0 (23 Reviews)

Bed & Breakfast

Harbor Knoll Bed and Breakfast

• Air Conditioner
• Parking
• Pool

• Greenport
• Pipes Cove

View Availability

From $971

         

10.0 (52 Reviews)

House

Work and Play Special! Extended Stay Discount

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island

View Availability

From $358

         

8.9 (17 Reviews)

House

West Neck Guesthouse

• Air Conditioner
• Parking
• View

• New York
• Shelter Island Heights

View Availability

From $638

         

10.0 (51 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• New York
• Greenport

View Availability

From $939

         

10.0 (30 Reviews)

House

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

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island

View Availability

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