Vacation Rentals in Shelter Island, NY
PRICE PER NIGHT
ACCOMMODATION TYPES
Top-Rated Vacation Rentals in Shelter Island, NY
Book a vacation rental in Shelter Island that has the highest visitor rating. Here are 6 of the best vacation rentals in Shelter Island.
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
10
Excellent
·
Shelter Island
·
4 br
·
Sleeps 8
·
Kitchen · Wifi · Oven ·
From
$1,166/nightProperty
House · 4 Beds · 4 baths
Amenities
Wifi
Oven
Ocean
Air Conditioning
On Site Laundry
Dishwasher
Furnished
Waterfront
Other spaces
Kitchen, Balcony
Hilo Shores 3 bed 2 bath spacious and private. Enjoy West Neck Bay!
10
Excellent
·
Shelter Island
·
3 br
·
Sleeps 6
·
In Unit Laundry · Fireplace · Wifi ·
From
$630/nightProperty
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Fireplace
Wifi
Oven
Garage Parking
Fitness Center
On Site Laundry
Air Conditioning
Other spaces
Kitchen
Extended Stay Discount! Private Hamptons Cottage with excellent WiFi!
10
Excellent
·
Shelter Island
·
5 br
·
Sleeps 10
·
In Unit Laundry · Wifi · Workspace ·
From
$792/nightProperty
House · 5 Beds · 3 baths
Amenities
In Unit Laundry
Wifi
Hot Tub
Swimming Pool
Dishwasher
Fitness Center
Air Conditioning
Private Pool
Other spaces
Workspace, Kitchen
LUXURIOUS 2-HOME ESTATE COMPLETELY SECLUDED ON 8 ACRES; PROFESSIONALLY...
10
Excellent
·
Shelter Island
·
5 br
·
Sleeps 10
·
Fireplace · Outdoor Space · In Unit Laundry ·
From
$335/nightProperty
House · 5 Beds · 7 baths
Amenities
Fireplace
In Unit Laundry
Private Pool
Garage Parking
Residents Lounge
Walk In Closets
Wifi
Pool
Other spaces
Kitchen
Garden Cottage, Wetlands, Landscaped Gardens, Solar Panels
10
Excellent
·
Shelter Island
·
4 br
·
Sleeps 8
·
Kitchen · Onsite Management · Walk In Closets ·
From
$301/nightProperty
House · 4 Beds · 3 baths
Amenities
Onsite Management
Walk In Closets
Air Conditioning
Dishwasher
Oven
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Sleek Shelter Island With Pool, Preserve And Water Rights:
10
Excellent
·
Shelter Island
·
3 br
·
Sleeps 8
·
Oven · In Unit Laundry · Outdoor Space ·
From
$532/nightProperty
House · 3 Beds · 5 baths
Amenities
Oven
In Unit Laundry
Swimming Pool
Wifi
Air Conditioning
Residents Lounge
Pool
Furnished
Other spaces
Kitchen
Our Recommended Vacation Rentals in Shelter Island, NY
We analyzed vacation rentals in Shelter Island from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Shelter Island to help you find a deal for your next trip.
Silver Beach Hideaway: newly updated quiet cozy cottage - 4 min walk to beaches!
No rating
·
Shelter Island
·
4 br
·
Sleeps 8
·
Beach · In Unit Laundry · Kitchen ·
From
$418/nightProperty
House · 4 Beds · 2 baths
Amenities
Beach
In Unit Laundry
Dishwasher
Fireplace
Oven
Wheelchair Accessible
Wifi
Air Conditioning
Other spaces
Kitchen
Heavenly 4 bedroom beach home! Perfect retreat/grand piano, pond, deck, grounds.
No rating
·
Shelter Island
·
4 br
·
Sleeps 6
·
In Unit Laundry · On Site Laundry · Air Conditioning ·
From
$333/nightProperty
House · 4 Beds · 3 baths
Amenities
In Unit Laundry
On Site Laundry
Air Conditioning
Furnished
Wifi
Fireplace
Oven
Dishwasher
Other spaces
Kitchen
Elevated Views Over Shelter Island Sound, Wraparound Deck Overlooking...
No rating
·
Shelter Island
·
6 br
·
Sleeps 12
·
Fireplace · Fitness Center · Air Conditioning ·
From
$940/nightProperty
House · 6 Beds · 6 baths
Amenities
Fireplace
Fitness Center
Air Conditioning
Hot Tub
Residents Lounge
Swimming Pool
Pool
Furnished
Other spaces
Balcony, Kitchen
Budget-Friendly Vacation Rentals in Shelter Island, NY
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Shelter Island starting at $175. Use the price filter at the top of the page to search for more specific prices.
Chic and renovated beach house in a Shelter Island waterfront community,...
No rating
·
Shelter Island
·
4 br
·
Sleeps 6
·
Garage Parking · Wifi · Swimming Pool ·
From
$175/nightProperty
House · 4 Beds · 3 baths
Amenities
Garage Parking
Wifi
Swimming Pool
Fireplace
Hardwood Floor
Oven
Pool
Dishwasher
Other spaces
Balcony, Kitchen
Rustic & spacious 4 bdrm renovated farmhouse in lovely Shelter Island, LI
10
Excellent
·
Shelter Island
·
4 br
·
Sleeps 9
·
In Unit Laundry · Kitchen · Furnished ·
From
$219/nightProperty
House · 4 Beds · 2 baths
Amenities
In Unit Laundry
Furnished
Wifi
Air Conditioning
Other spaces
Kitchen
Fishermans Cottage near Crescent Beach
10
Excellent
·
Shelter Island
·
2 br
·
Sleeps 4
·
Wifi · Beach · Air Conditioning ·
From
$224/nightProperty
House · 2 Beds · 1 bath
Amenities
Wifi
Beach
Air Conditioning
Oven
In Unit Laundry
Furnished
Other spaces
Kitchen
Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.
No rating
·
Shelter Island
·
2 br
·
Sleeps 4
·
In Unit Laundry · Wifi · Air Conditioning ·
From
$250/nightProperty
House · 2 Beds · 1 bath
Amenities
In Unit Laundry
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
Peaceful and Private Shelter Island Getaway
10
Excellent
·
Shelter Island
·
3 br
·
Sleeps 5
·
Workspace · Fireplace · Outdoor Space ·
From
$275/nightProperty
House · 3 Beds · 2 baths
Amenities
Fireplace
Wifi
Air Conditioning
Oven
Dishwasher
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen, Balcony
Charming, Renovated Island Cottage - Shelter Island License #: 012-2017
10
Excellent
·
Shelter Island
·
2 br
·
Sleeps 4
·
In Unit Laundry · Kitchen · Wifi ·
From
$280/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Wifi
Fitness Center
Air Conditioning
Oven
Furnished
Dishwasher
Ceiling Fan
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Shelter Island.
Updated: December 3, 2023
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