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

Holiday rentals on Shelter Island

Anytime
Guests
Anytime
Guests
147 accommodations available

  • Price per night

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

  • Accommodation types

    • Apartment
    • House
    • Hostel

  • Distance to centre

    • 1 mi
    • 2 mi
    • 3 mi

  • 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 £110 per night!

Cottage Shelter Island
79 m² cottage ∙ 4 guests ∙ 2 bedrooms
Shelter Island, Suffolk County, New York, United States
A delightful cottage on the North Fork, perfect for families and pets, featuring a garden, beach access, and parking, all while offering a serene waterside retreat for up...
from £140
per night
Outstanding(131 ratings)
from £140
per night
Check prices
House Shelter Island
167 m² house ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning house rental in Sag Harbor accommodates six guests, featuring a welcoming fireplace, a well-equipped kitchen, a lovely balcony, and convenient parking. An i...
from £497
per night
Outstanding(55 ratings)
from £497
per night
Check prices
Cottage Shelter Island
139 m² cottage ∙ 4 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful cottage in North Fork welcomes families and pets, featuring a fully equipped kitchen, beach access, and waterside views, perfect for a relaxing getaway fo...
from £132
per night
Outstanding(98 ratings)
from £132
per night
Check prices
House Shelter Island
170 m² house ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This inviting house in North Fork accommodates up to six guests, featuring a cosy fireplace, a well-equipped kitchen, a family-friendly garden, and convenient parking. Bo...
from £458
per night
Outstanding(69 ratings)
from £458
per night
Check prices
House Shelter Island
73 m² house ∙ 6 guests ∙ 2 bedrooms
Shelter Island, Suffolk County, New York, United States
Ideal for families, this delightful waterside house in North Fork welcomes pets and features a fully equipped kitchen, a lovely garden, and convenient parking for a memor...
from £112
per night
Outstanding(56 ratings)
from £112
per night
Check prices
House Shelter Island
297 m² house ∙ 10 guests ∙ 5 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning North Fork house rental accommodates up to 10 guests, featuring a private heated pool, a fireplace, a spacious garden, and a fully equipped kitchen—perfect ...
from £610
per night
Outstanding(89 ratings)
from £610
per night
Check prices
House Shelter Island
186 m² house ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This fantastic house in North Fork accommodates up to 6 guests and features a private pool, spacious garden, and a fully equipped kitchen, making it perfect for family st...
from £494
per night
Outstanding(37 ratings)
from £494
per night
Check prices
House Shelter Island
265 m² house ∙ 8 guests ∙ 4 bedrooms
Shelter Island, Suffolk County, New York, United States
This inviting house rental in Shelter Island Heights accommodates up to 8 guests and features a private heated pool, garden, and fireplace, perfect for a family getaway w...
from £620
per night
Outstanding(40 ratings)
from £620
per night
Check prices
House Shelter Island
House ∙ 8 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This inviting house in North Fork accommodates up to 8 guests, featuring a spacious garden, a cosy fireplace, and a family-friendly kitchen, perfect for a memorable getaw...
from £379
per night
Outstanding(36 ratings)
from £379
per night
Check prices
House Shelter Island
House ∙ 9 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful house rental in Shelter Island Heights accommodates up to 7 guests, featuring a private pool, pet-friendly garden, fireplace, and ample parking—ideal for ...
from £658
per night
Outstanding(26 ratings)
from £658
per night
Check prices
House Shelter Island
225 m² house ∙ 8 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning North Fork house rental accommodates up to 8 guests, featuring a private heated pool, lush garden, fireplace, and a fully equipped kitchen, perfect for fami...
from £484
per night
Outstanding(22 ratings)
from £484
per night
Check prices
House Shelter Island
158 m² house ∙ 5 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful house rental in North Fork accommodates up to five guests and features a welcoming garden, a cosy fireplace, a fully-equipped kitchen, and ample parking, ...
from £463
per night
Outstanding(66 ratings)
from £463
per night
Check prices
House Shelter Island
279 m² house ∙ 8 guests ∙ 4 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning house rental in Sag Harbor accommodates up to 8 guests, featuring a spacious garden, a relaxing hot tub, a cosy fireplace, and a fully equipped kitchen. Exp...
from £843
per night
Outstanding(14 ratings)
from £843
per night
Check prices
House Shelter Island
House ∙ 10 guests ∙ 5 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning house rental on Shelter Island accommodates up to 10 guests and features a private heated pool, garden, and fully equipped kitchen, perfect for family fun a...
from £553
per night
Outstanding(71 ratings)
from £553
per night
Check prices
House Shelter Island
223 m² house ∙ 6 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This family-friendly house rental in Shelter Island Heights comfortably accommodates six guests, featuring a welcoming fireplace, a well-equipped kitchen, a lovely garden...
from £477
per night
Outstanding(6 ratings)
from £477
per night
Check prices

Holiday homes with a pool

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

House Shelter Island
from £731 per night
10 guests ∙ 5 bedrooms

House

Shelter Island, Suffolk County, New York, United States
Pool
Check prices
House Shelter Island
from £396 per night
10 guests ∙ 3 bedrooms

158 m² House

4.7
Excellent(3 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
Condo Shelter Island
from £341 per night
6 guests ∙ 2 bedrooms

65 m² Condo

5.0
Outstanding(93 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
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Pet-Friendly Holiday Homes

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

House Shelter Island
from £500 per night
10 guests ∙ 4 bedrooms

378 m² House

4.5
Excellent(51 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
House Shelter Island
from £548 per night
6 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(4 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
House Shelter Island
from £382 per night
6 guests ∙ 2 bedrooms

House

5.0
Outstanding(41 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
Show more offers

Frequently asked questions

What are the most popular accommodations on Shelter Island?

The most in-demand accommodations on Shelter Island are house rentals and resort. With 147 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 £110. On average, properties on Shelter Island will have a size of 20 m² (Resort) and 199 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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