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

Shelter Island Vacation Rentals

Find 1,005 available home rentals from 2 partners
Anytime
1 guest
Anytime
1 guest

  • 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 $167 per night!

House Shelter Island
-24%
Mar 22 - Mar 29
House ∙ 10 guests ∙ 5 bedrooms

464 m² House

Shelter Island, Suffolk County, New York, United States
$2,091$1,600
per night
Outstanding(2 ratings)
$2,091$1,600
per night
View deal
House Shelter Island
Jul 4 - Jul 11
House ∙ 6 guests ∙ 4 bedrooms

167 m² House

Shelter Island, Suffolk County, New York, United States
$1,282
per night
Outstanding(26 ratings)
$1,282
per night
View deal
Cottage Shelter Island
Sept 14 - Sept 21
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage

Shelter Island, Suffolk County, New York, United States
$1,073
per night
Outstanding(121 ratings)
$1,073
per night
View deal
Apartment Shelter Island
-60%
Mar 22 - Mar 29
Apartment ∙ 6 guests ∙ 2 bedrooms

83 m² Apartment

Shelter Island, Suffolk County, New York, United States
$965$384
per night
Outstanding(32 ratings)
$965$384
per night
View deal
Cottage Shelter Island
-47%
Mar 22 - Mar 29
Cottage ∙ 4 guests ∙ 2 bedrooms

78 m² Cottage

Shelter Island, Suffolk County, New York, United States
$1,148$604
per night
Outstanding(54 ratings)
$1,148$604
per night
View deal
House Shelter Island
House ∙ 12 guests ∙ 6 bedrooms

437 m² House

Shelter Island, Suffolk County, New York, United States
from $1,053
per night
Outstanding(21 ratings)
from $1,053
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

Shelter Island, Suffolk County, New York, United States
from $301
per night
Outstanding(36 ratings)
from $301
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

139 m² House

Shelter Island, Suffolk County, New York, United States
from $718
per night
Outstanding(68 ratings)
from $718
per night
View deal
Cottage Shelter Island
Cottage ∙ 4 guests ∙ 3 bedrooms

79 m² Cottage

Shelter Island, Suffolk County, New York, United States
from $370
per night
Outstanding(121 ratings)
from $370
per night
View deal
House Shelter Island
House ∙ 10 guests ∙ 4 bedrooms

378 m² House

Shelter Island, Suffolk County, New York, United States
from $1,131
per night
Excellent(49 ratings)
from $1,131
per night
View deal
House Shelter Island
House ∙ 10 guests ∙ 5 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $1,348
per night
Outstanding(57 ratings)
from $1,348
per night
View deal
House Shelter Island
House ∙ 12 guests ∙ 5 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $1,053
per night
Outstanding(20 ratings)
from $1,053
per night
View deal
House Shelter Island
House ∙ 12 guests ∙ 6 bedrooms

House

Shelter Island, Suffolk County, New York, United States
from $1,111
per night
Outstanding(27 ratings)
from $1,111
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 3 bedrooms

223 m² House

Shelter Island, Suffolk County, New York, United States
from $765
per night
Outstanding(6 ratings)
from $765
per night
View deal
House Shelter Island
House ∙ 6 guests ∙ 4 bedrooms

260 m² House

Shelter Island, Suffolk County, New York, United States
from $1,250
per night
Outstanding(27 ratings)
from $1,250
per night
View deal

Vacation Houses with pools

House Shelter Island
from $846 per night
10 guests ∙ 7 bedrooms

House

4.8
Outstanding(65 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
House Shelter Island
from $273 per night
11 guests ∙ 5 bedrooms

House

5.0
Outstanding(72 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
House Shelter Island
from $1,395 per night
House ∙ 10 guests ∙ 5 bedrooms

204 m² House

5.0
Outstanding(55 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
View deal
See all offers

Best vacation rentals with a balcony

House Shelter Island
from $354 per night
House ∙ 5 guests ∙ 3 bedrooms

242 m² House

5.0
Outstanding(41 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
Cottage Shelter Island
from $377 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

139 m² Cottage

5.0
Outstanding(30 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
House Shelter Island
from $3,205 per night
House ∙ 14 guests ∙ 8 bedrooms

650 m² House

5.0
Outstanding(39 ratings)
Shelter Island, Suffolk County, New York, United States
Balcony
View deal
See all offers

Vacation homes with fishing spots nearby

House Shelter Island
from $390 per night
House ∙ 4 guests ∙ 2 bedrooms

139 m² House

4.8
Outstanding(13 ratings)
Shelter Island, Suffolk County, New York, United States
Fishing
View deal
House Shelter Island
from $760 per night
House ∙ 8 guests ∙ 3 bedrooms

102 m² House

4.9
Outstanding(38 ratings)
Shelter Island, Suffolk County, New York, United States
Fishing
View deal
House Shelter Island
from $465 per night
House ∙ 8 guests ∙ 4 bedrooms

325 m² House

5.0
Outstanding(27 ratings)
Shelter Island, Suffolk County, New York, United States
Fishing
View deal
See all offers

Best Vacation Home Deals in Shelter Island

Save up to 29%

House Shelter Island
Apr 12 - Apr 19
-7%
$1,277
$1,190 per night
10 guests ∙ 4 bedrooms

House

5.0
Outstanding(21 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
Apr 12 - Apr 19
-29%
$1,250
$892 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

4.9
Outstanding(20 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
Apr 12 - Apr 19
-7%
$780
$729 per night
House ∙ 6 guests ∙ 3 bedrooms

405 m² House

4.9
Outstanding(16 ratings)
Shelter Island, Suffolk County, New York, United States
View deal

Find the ideal vacation home from $167 per night by searching through the 1,005 properties available in Shelter Island. HomeToGo instantly highlights the best offers by comparing all of the available vacation rentals in Shelter Island from 2 different providers.

Budget-friendly Rentals in Shelter Island

Find Fantastic yet Inexpensive Rentals

House Shelter Island
from $838 per night
House ∙ 6 guests ∙ 3 bedrooms

155 m² House

5.0
Outstanding(100 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $437 per night
House ∙ 6 guests ∙ 3 bedrooms

279 m² House

5.0
Outstanding(22 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $205 per night
4 guests ∙ 2 bedrooms

House

5.0
Outstanding(6 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

Cottage Shelter Island
from $668 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

139 m² Cottage

5.0
Outstanding(90 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $1,164 per night
House ∙ 10 guests ∙ 7 bedrooms

297 m² House

4.9
Outstanding(89 ratings)
Shelter Island, Suffolk County, New York, United States
View deal
House Shelter Island
from $523 per night
5 guests ∙ 2 bedrooms

House

5.0
Outstanding(47 ratings)
Shelter Island, Suffolk County, New York, United States
View deal

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Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

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

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

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 (455)
  • WiFi (961)
  • Kitchen (729)
  • Pet-friendly (303)
  • Air conditioning (937)
  • TV (841)
  • Washing machine (383)
  • Parking (41)
  • Microwave (613)
  • Dishwasher (411)
  • Balcony/patio (523)
  • Grill (400)

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 4 vacationers and have an average cost of $1,257 a night. If you would also like to be close to the water, more than half 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 1,005 rentals
💳 Possible discounts up to 29%
🌙 Nightly prices starting at $167
⭐ Popular amenities Pool, Internet and Kitchen
🐾 Pet friendly homes 301 homes
🏊 Vacation rentals with pools 454 homes
669 reviews
Shelter Island vacation rentals have an average rating of 4.9/5 on 669 reviews left by travelers.

Frequently Asked Questions

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

At the moment, there are 1,005 vacation homes from 2 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 301 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.

Top Vacation Destinations

Top cities to visit

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