Shelter Island Vacation Rentals - HomeToGo base64Hash Shelter Island Vacation Rentals - HomeToGo

Shelter Island Vacation Rentals

Find 749 available home rentals from 2 partners
Anytime
Guests
Anytime
Guests

  • Price per night

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

  • Accommodation types

    • Apartment
    • House
    • Bed and breakfast

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Parking
    • Microwave
    • Dishwasher
    • Balcony/patio
    • Yard
    • Jacuzzi
    • Fireplace
    • Sauna
    • Crib
    Show more

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Shelter Island

Find your perfect vacation rental in Shelter Island from just $282 per night!

House Shelter Island
House ∙ 10 guests ∙ 5 bedrooms

251 m² House

Shelter Island, Suffolk County, New York, United States
from $1,422
per night
Outstanding(49 ratings)
from $1,422
per night
View deal
House Shelter Island
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

Shelter Island, Suffolk County, New York, United States
from $1,141
per night
Outstanding(18 ratings)
from $1,141
per night
View deal
House Shelter Island
House ∙ 8 guests ∙ 4 bedrooms

265 m² House

Shelter Island, Suffolk County, New York, United States
from $1,259
per night
Outstanding(38 ratings)
from $1,259
per night
View deal
House Shelter Island
House ∙ 7 guests ∙ 3 bedrooms

130 m² House

Shelter Island, Suffolk County, New York, United States
from $547
per night
Outstanding(18 ratings)
from $547
per night
View deal
House Shelter Island
House ∙ 10 guests ∙ 4 bedrooms

378 m² House

Shelter Island, Suffolk County, New York, United States
from $940
per night
Excellent(49 ratings)
from $940
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

242 m² House

Shelter Island, Suffolk County, New York, United States
from $776
per night
Outstanding(22 ratings)
from $776
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

260 m² House

Shelter Island, Suffolk County, New York, United States
from $1,321
per night
Outstanding(27 ratings)
from $1,321
per night
View deal
House Shelter Island
House ∙ 7 guests ∙ 3 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $1,176
per night
Outstanding(24 ratings)
from $1,176
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

201 m² House

Shelter Island, Suffolk County, New York, United States
from $490
per night
from $490
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $596
per night
Outstanding(50 ratings)
from $596
per night
View deal
House Shelter Island
House ∙ 7 guests ∙ 3 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $811
per night
Outstanding(22 ratings)
from $811
per night
View deal
House Shelter Island
House ∙ 12 guests ∙ 5 bedrooms

437 m² House

Shelter Island, Suffolk County, New York, United States
from $1,050
per night
Outstanding(21 ratings)
from $1,050
per night
View deal
House Shelter Island
House ∙ 8 guests ∙ 3 bedrooms

139 m² House

Shelter Island, Suffolk County, New York, United States
from $926
per night
Outstanding(24 ratings)
from $926
per night
View deal
House Shelter Island
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

Shelter Island, Suffolk County, New York, United States
from $1,216
per night
Outstanding(33 ratings)
from $1,216
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

251 m² House

Shelter Island, Suffolk County, New York, United States
from $1,517
per night
Outstanding(15 ratings)
from $1,517
per night
View deal

Best vacation rentals with a balcony

House Shelter Island
from $443 per night
House ∙ 6 guests ∙ 3 bedrooms

139 m² House

5.0
Outstanding(39 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
House Shelter Island
from $937 per night
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

5.0
Outstanding(52 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
House Shelter Island
from $2,323 per night
House ∙ 10 guests ∙ 5 bedrooms

282 m² House

5.0
Outstanding(46 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
See all offers

Vacation Houses with pools

House Shelter Island
from $733 per night
House ∙ 6 guests ∙ 3 bedrooms

186 m² House

5.0
Outstanding(37 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
House Shelter Island
from $934 per night
House ∙ 8 guests ∙ 3 bedrooms

225 m² House

4.9
Outstanding(16 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
House Shelter Island
from $980 per night
House ∙ 8 guests ∙ 3 bedrooms

232 m² House

4.9
Outstanding(12 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
See all offers

Dog-Friendly vacation rentals

Apartment Shelter Island
from $501 per night
Apartment ∙ 4 guests ∙ 1 bedroom

121 m² Apartment

5.0
Outstanding(77 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
View deal
House Shelter Island
from $681 per night
House ∙ 8 guests ∙ 5 bedrooms

House

5.0
Outstanding(17 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
View deal
House Shelter Island
from $362 per night
House ∙ 4 guests ∙ 2 bedrooms

102 m² House

5.0
Outstanding(52 ratings)
Shelter Island, Suffolk County, New York, United States
Pet-friendly
View deal
See all offers

Budget-friendly Rentals in Shelter Island

Find Fantastic yet Inexpensive Rentals

House Shelter Island
from $846 per night
House ∙ 8 guests ∙ 2 bedrooms

House

5.0
Outstanding(46 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $1,034 per night
House ∙ 12 guests ∙ 3 bedrooms

House

4.5
Excellent(4 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $1,189 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

5.0
Outstanding(10 ratings)
Shelter Island, Suffolk County, New York, United States
View deal

Top-Rated Offers and Accommodations in Shelter Island

Book Vacation Rentals with the Highest User Rating

House Shelter Island
from $1,221 per night
House ∙ 10 guests ∙ 5 bedrooms

297 m² House

4.9
Outstanding(89 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $725 per night
House ∙ 6 guests ∙ 3 bedrooms

144 m² House

5.0
Outstanding(40 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $693 per night
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

5.0
Outstanding(37 ratings)
Shelter Island, Suffolk County, New York, United States
View deal

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Spend your budget exactly as planned by comparing thousands of providers.

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Shelter Island

  • Pool (406)
  • WiFi (731)
  • Kitchen (528)
  • Pet-friendly (236)
  • Air conditioning (710)
  • TV (669)
  • Washing machine (409)
  • Parking (31)
  • Microwave (440)
  • Dishwasher (418)
  • Balcony/patio (530)
  • Grill (440)

You will have a large selection of vacation rentals to choose from if you are looking for an accommodation offering a pool in Shelter Island. In addition, more hotel room offer a pool than aparthotel. Most of the hotel room with pools in Shelter Island accommodate 5 vacationers and have an average cost of $1,342 a night. If you would also like to be close to the water, many of the vacation rentals offering a pool are located within 2 kilometres of the waterfront.

Information about vacation rentals in Shelter Island

🏡 Vacation rentals available 749 rentals
🌙 Nightly prices starting at $282
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly homes 205 homes
🏊 Vacation rentals with pools 406 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Shelter Island?

At the moment, there are 749 vacation homes from 1 different providers in Shelter Island.

What are the most popular vacation home amenities in Shelter Island?

When looking to book a vacation home in Shelter Island, the most requested amenities include Pool, Internet, and Kitchen.

Are there pet-friendly vacation rentals in Shelter Island?

Finding a vacation rental in Shelter Island that allows dogs is definitely possible, with 205 pet-friendly homes on offfer.

What's the best month to visit Shelter Island?

If you're looking for balmy weather, July and August are typically the hottest months in Shelter Island with temperatures around 26 °C. January and February in Shelter Island are the coldest, with -1 °C on average.

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