Holiday rentals on Shelter Island - Casamundo base64Hash Holiday rentals on Shelter Island - Casamundo

Holiday rentals on Shelter Island

Anytime
Guests
Anytime
Guests
121 accommodations available

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Accommodation types

    • Apartment
    • House
    • Hostel

  • Distance to centre

    • 2 mi
    • 3 mi
    • Any

  • Rating

    • 4.5+
    • 4+

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Parking
    • Microwave
    • Dishwasher
    • Balcony/patio
    • Garden
    • Hot tub
    • Fireplace
    • Sauna
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday lettings on Shelter Island

Find your perfect holiday home, apartment or cottage on Shelter Island from just £89 per night!

Apartment Shelter Island
37 m² apartment ∙ 2 guests ∙ 1 bedroom
Shelter Island, Suffolk County, New York, United States
This delightful apartment in Greenport offers a fully equipped kitchen, convenient parking, and easy beach access, perfect for a romantic getaway for two. Book now for an...
from £219
per night
Outstanding(142 ratings)
from £219
per night
Check prices
Apartment Shelter Island
55 m² apartment ∙ 2 guests ∙ 1 bedroom
Shelter Island, Suffolk County, New York, United States
An inviting apartment rental in Greenport offers beach access and a fully equipped kitchen, ideal for a romantic getaway or a peaceful retreat for two. Book now for an un...
from £258
per night
Outstanding(64 ratings)
from £258
per night
Check prices
Apartment Shelter Island
83 m² apartment ∙ 6 guests ∙ 2 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful apartment in North Fork accommodates up to six guests and offers a well-equipped kitchen, family-friendly amenities, and convenient parking. Book now for ...
from £198
per night
Outstanding(94 ratings)
from £198
per night
Check prices
House Shelter Island
House ∙ 10 guests ∙ 4 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning Sag Harbor house rental welcomes up to 10 guests and features a luxurious hot tub, inviting fireplace, spacious garden, and balcony, perfect for unforgettab...
from £163
per night
from £163
per night
Check prices
Cottage Shelter Island
46 m² cottage ∙ 6 guests
Shelter Island, Suffolk County, New York, United States
A delightful cottage in North Fork, perfect for a family getaway, comfortably accommodating six guests. Enjoy a refreshing pool, a fully equipped kitchen, and convenient ...
from £227
per night
from £227
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
A delightful accommodation on Shelter Island Heights offering stunning seaviews, a picturesque garden, and convenient parking for a relaxing getaway for two. Book your st...
from £89
per night
Excellent(69 ratings)
from £89
per night
Check prices
Accommodation Shelter Island
19 m² accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation on Shelter Island Heights features stunning seaviews, a lovely garden, and convenient parking, perfect for a romantic getaway for two. Book ...
from £183
per night
Excellent(69 ratings)
from £183
per night
Check prices
Cottage Shelter Island
46 m² cottage ∙ 6 guests
Shelter Island, Suffolk County, New York, United States
This delightful North Fork cottage accommodates up to six guests and features a fantastic pool and convenient parking, perfect for a relaxing getaway. Book now for an unf...
from £189
per night
from £189
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation for two offers stunning seaviews, a beautiful garden, and convenient parking, making it the perfect retreat in Shelter Island Heights. Book ...
from £183
per night
Excellent(69 ratings)
from £183
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 3 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation in Shelter Island Heights offers stunning seaviews, a lovely garden, and a cosy fireplace, perfectly accommodating up to three guests. Exper...
from £210
per night
Excellent(69 ratings)
from £210
per night
Check prices
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful house rental in Sag Harbor offers stunning ocean views, a garden, and easy beach access, making it perfect for families seeking a memorable getaway for up...
from £2,539
per night
from £2,539
per night
Check prices
House Shelter Island
464 m² house ∙ 8 guests ∙ 5 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning house rental in Shelter Island Heights accommodates up to 10 guests, featuring a pool, fireplace, kitchen, balcony, and beach access, perfect for family gat...
from £966
per night
Excellent(10 ratings)
from £966
per night
Check prices
House Shelter Island
House ∙ 12 guests ∙ 6 bedrooms
Shelter Island, Suffolk County, New York, United States
Ideal for families or groups, this spacious house rental in Shelter Island Heights accommodates 10 guests and features a garden, ocean views, beach access, and convenient...
from £431
per night
from £431
per night
Check prices
Cottage Shelter Island
47 m² cottage ∙ 4 guests
Shelter Island, Suffolk County, New York, United States
This delightful cottage in North Fork accommodates four guests and features a refreshing pool and convenient parking. A perfect getaway awaits you in this scenic location...
from £174
per night
from £174
per night
Check prices
House Shelter Island
House ∙ 12 guests ∙ 6 bedrooms
Shelter Island, Suffolk County, New York, United States
Perfect for a getaway, this spacious house in Shelter Island Heights accommodates up to 10 guests and features a garden, hot tub, kitchen, and ample parking for a memorab...
from £467
per night
from £467
per night
Check prices

Pet-Friendly Holiday Homes

Reserve a pet-friendly holiday rental on Shelter Island - plan your paw-fect getaway!

Cottage Shelter Island
from £194 per night
4 guests ∙ 2 bedrooms

79 m² Cottage

4.9
Outstanding(130 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
House Shelter Island
from £377 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(35 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
Cottage Shelter Island
from £98 per night
4 guests ∙ 3 bedrooms

139 m² Cottage

5.0
Outstanding(89 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
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Holiday homes with a pool

Ready to dive in? Holiday homes with pools await on Shelter Island - reserve your rental!

House Shelter Island
from £594 per night
10 guests ∙ 5 bedrooms

297 m² House

4.9
Outstanding(89 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
House Shelter Island
from £386 per night
8 guests ∙ 3 bedrooms

225 m² House

4.9
Outstanding(21 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
House Shelter Island
from £597 per night
8 guests ∙ 4 bedrooms

265 m² House

5.0
Outstanding(40 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
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Frequently asked questions

What are the most popular accommodations on Shelter Island?

The most in-demand accommodations on Shelter Island are house rentals and bed and breakfast rental. With 121 offers on Shelter Island, we always find the perfect accommodation for you.

What does it cost to rent a holiday home on Shelter Island?

With Casamundo, you will find holiday rentals on Shelter Island starting from as little as £89. On average, properties on Shelter Island will have a size of 153 m² (Bed and breakfast rental) and 196 m² (House rentals).

Do you also offer accommodations that are suitable for groups on Shelter Island ?

We have a great range of accommodations for groups on Shelter Island. On average, the house rentals has space for 8 guests.

Top cities to visit

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Most popular holiday destinations around Shelter Island

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