Shelter Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Shelter Island vacation rentals

Stay near Shelter Island's top sights

SALT Waterfront Bar & Grill34 locals recommend
Mashomack Preserve70 locals recommend
Ram's Head Inn19 locals recommend
Marie Eiffel Market41 locals recommend
South Ferry Inc.6 locals recommend
The Islander10 locals recommend

Quick stats about vacation rentals in Shelter Island

Total rentals

140 properties

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

100 properties are a good fit for families

Total number of reviews

3K reviews

Nightly prices starting at

$120 before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Shelter Island?

    Four-legged friends are welcome in Shelter Island. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Shelter Island?

    Yes! Work meets play with ease at over 60 vacation rentals in Shelter Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Shelter Island have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Shelter Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shelter Island have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Shelter Island. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Shelter Island?

    Experience the best of Shelter Island with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Shelter Island?

    Shelter Island has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Shelter Island have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Shelter Island. Enjoy a tailored experience with all the comforts you desire.

  • Are there Shelter Island house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Shelter Island, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Shelter Island have wifi?

    Absolutely! We offer over 100 house rentals with wifi in Shelter Island. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Shelter Island?

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with air conditioning, over 10 homes with a gym, over 70 homes with a bbq area, over 100 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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