Some info has been automatically translated. Show original language
Airbnb your place

Vacation rentals in Shelter Island

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Shelter Island vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Shelter Island's top sights

Mashomack Preserve70 locals recommend
Vine Street Café61 locals recommend
Marie Eiffel Market41 locals recommend
SALT Waterfront Bar & Grill34 locals recommend
IGA Shelter Island28 locals recommend
Commander Cody's Seafood22 locals recommend

Other great vacation rentals in Shelter Island

Superhost
Cabin in Shirley
4.86 out of 5 average rating, 147 reviews

A-Frame cabin with private beach & epic sunsets

ScottRating, 5 stars3 weeks ago
A great stay. We will be back. :)
Superhost
Home in West Haven
4.63 out of 5 average rating, 35 reviews

Coastal Cottage.

YuchengRating, 5 stars3 months ago
Pretty good! We enjoyed our holiday in this beautiful and peaceful house.
Guest favorite
Home in Montauk
4.85 out of 5 average rating, 52 reviews

Stunning Serene and Secluded Ocean Retreat!

HannahRating, 5 stars5 months ago
We stayed at Missy’s place for a family get away. Location was so peaceful and the house was exactly as described! We can’t wait to go back!!
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 133 reviews

"Red House on the Knoll" at Indian Cove

FranRating, 5 stars1 day ago
Best Air bnb we've stayed at so far. House is spacious, beautifully decorated and immaculately clean. we felt very welcomed with snacks and a stocked fridge. The layout was ideal for our two families to each have our own wing. We will try to stay here anytime we are in CT.
Guest favorite
Cabin in Rocky Point
4.89 out of 5 average rating, 478 reviews

Great little place just for a couple

AmandaRating, 5 stars1 week ago
Marina’s place was exactly as described and just what we needed to be able to stay somewhere with our pups and attend our friend’s wedding. It was very clean and there was a wide range of amenities available! The neighborhood was very quiet and the little outdoor area with fire pit is so cute!
Guest favorite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars2 weeks ago
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.
Superhost
Apartment in Rocky Point
4.84 out of 5 average rating, 108 reviews

Cozy and Quiet space to Relax

BrianRating, 5 stars1 month ago
Great stay at a great location
Show all

Quick stats about vacation rentals in Shelter Island

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Frequently Asked Questions

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

    Four-legged friends are welcome in Shelter Island. Choose from more than 40 house rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 50 house rentals in Shelter Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Shelter Island have wifi?

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

  • 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 a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area 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.

  • 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!

  • 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.

  • 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 60 homes with a bbq area, over 90 homes with air conditioning, over 10 homes with a gym, over 90 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore