Vacation homes on Shelter Island - Casamundo base64Hash Vacation homes on Shelter Island - Casamundo

Vacation homes on Shelter Island

Anytime
Guests
Anytime
Guests
18 accommodations available

  • Price per night

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

  • Accommodation types

    • Apartment
    • House
    • Other

  • Distance to center

    • 2 mi
    • 3 mi
    • Any

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Kitchen
    • Air conditioning
    • TV
    • Washing machine
    • Parking
    • Microwave
    • Dishwasher
    • Balcony/patio
    • Garden
    • Hot tub
    • Fireplace
    • Cot

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals on Shelter Island

Discover your ideal Shelter Island vacation rental with real-time comparisons of 19 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Shelter Island
37 m² apartment ∙ 2 guests ∙ 1 bedroom
Shelter Island, Suffolk County, New York, United States
This delightful apartment in Greenport offers a fully equipped kitchen, convenient parking, and direct beach access, perfect for a romantic getaway for two. Book your unf...
from €254
per night
Outstanding(140 ratings)
from €254
per night
Check prices
Apartment Shelter Island
83 m² apartment ∙ 6 guests ∙ 2 bedrooms
Shelter Island, Suffolk County, New York, United States
This spacious North Fork apartment rental accommodates up to six guests and features a fully equipped kitchen, family-friendly amenities, and convenient parking. Book you...
from €229
per night
Outstanding(89 ratings)
from €229
per night
Check prices
House Shelter Island
House ∙ 10 guests ∙ 4 bedrooms
Shelter Island, Suffolk County, New York, United States
Experience the perfect getaway in this spacious Sag Harbor house rental, featuring a fireplace, hot tub, and balcony. With parking and a yard, it's ideal for up to 10 gue...
from €187
per night
from €187
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation in Shelter Island Heights features a beautiful yard, convenient parking, and stunning sea views, perfect for a romantic getaway for two. Boo...
from €127
per night
Excellent(67 ratings)
from €127
per night
Check prices
Cottage Shelter Island
47 m² cottage ∙ 4 guests
Shelter Island, Suffolk County, New York, United States
This delightful North Fork cabin offers a perfect getaway for four, featuring a refreshing pool and convenient parking. Experience relaxation in a picturesque setting!
from €245
per night
from €245
per night
Check prices
Cottage Shelter Island
47 m² cottage ∙ 4 guests
Shelter Island, Suffolk County, New York, United States
A delightful cabin in North Fork awaits, offering a refreshing pool and convenient parking for up to 4 guests. Perfect for a memorable getaway surrounded by nature!
from €202
per night
from €202
per night
Check prices
Cottage Shelter Island
47 m² cottage ∙ 6 guests
Shelter Island, Suffolk County, New York, United States
This inviting North Fork cabin comfortably accommodates six guests and features a refreshing pool and convenient parking, perfect for a memorable getaway in nature. Book ...
from €220
per night
from €220
per night
Check prices
Accommodation Shelter Island
19 m² accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation on Shelter Island Heights offers stunning sea views, a spacious yard, and convenient parking, perfect for a relaxing getaway for two. Book y...
from €242
per night
Excellent(67 ratings)
from €242
per night
Check prices
House Shelter Island
House ∙ 12 guests ∙ 6 bedrooms
Shelter Island, Suffolk County, New York, United States
This spacious house rental in Shelter Island Heights accommodates up to 10 guests and features a fully equipped kitchen, a relaxing hot tub, and a beautiful yard, perfect...
from €513
per night
from €513
per night
Check prices
Apartment Shelter Island
55 m² apartment ∙ 2 guests ∙ 1 bedroom
Shelter Island, Suffolk County, New York, United States
This delightful apartment rental in Greenport offers easy beach access and a fully equipped kitchen, perfect for a romantic getaway or a relaxing retreat for two. Book yo...
from €301
per night
Outstanding(64 ratings)
from €301
per night
Check prices
House Shelter Island
464 m² house ∙ 8 guests ∙ 5 bedrooms
Shelter Island, Suffolk County, New York, United States
This stunning house rental on Shelter Island Heights offers a perfect getaway for families, featuring a pool, fireplace, kitchen, and beach access, accommodating up to 10...
from €999
per night
Excellent(10 ratings)
from €999
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 2 guests
Shelter Island, Suffolk County, New York, United States
This inviting accommodation on Shelter Island Heights offers stunning sea views, a lovely yard, and convenient parking, making it perfect for a romantic getaway for two. ...
from €242
per night
Excellent(67 ratings)
from €242
per night
Check prices
Accommodation Shelter Island
Accommodation ∙ 3 guests
Shelter Island, Suffolk County, New York, United States
This delightful accommodation on Shelter Island Heights offers a stunning sea view, a cozy fireplace, a spacious yard, and convenient parking, perfect for up to three gue...
from €290
per night
Excellent(67 ratings)
from €290
per night
Check prices
Cottage Shelter Island
40 m² cottage ∙ 3 guests ∙ 2 bedrooms
Shelter Island, Suffolk County, New York, United States
This delightful cabin in North Fork offers a cozy retreat for up to three guests, featuring a fireplace, a full kitchen, family-friendly amenities, and convenient beach a...
from €155
per night
Outstanding(1 rating)
from €155
per night
Check prices
House Shelter Island
167 m² house ∙ 7 guests ∙ 3 bedrooms
Shelter Island, Suffolk County, New York, United States
This Cutchogue house rental offers beach access, a fully equipped kitchen, and a spacious yard, perfect for families. Enjoy cozy evenings by the fireplace and ample parki...
from €292
per night
Excellent(7 ratings)
from €292
per night
Check prices

Vacation Homes with Pools

Make a splash: Check out these Shelter Island vacation rentals refreshing pools!

Bed and breakfast Shelter Island
from €382 per night
2 guests ∙ 1 bedroom

Lighthouse

4.4
Very good(9 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
Bed and breakfast Shelter Island
from €384 per night
2 guests ∙ 1 bedroom

Deluxe Room, 1 King Bed

4.0
Very good(32 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
Bed and breakfast Shelter Island
from €381 per night
2 guests ∙ 1 bedroom

Seashell

4.4
Very good(9 ratings)
Shelter Island, Suffolk County, New York, United States
Pool
Check prices
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Pet-Friendly Vacation Rentals

Paws and play: Secure your Shelter Island pet-friendly vacation rental - plan your escape!

House Shelter Island
from €328 per night
12 guests ∙ 6 bedrooms

House

Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
House Shelter Island
from €776 per night
14 guests ∙ 7 bedrooms

House

Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
House Shelter Island
from €171 per night
6 guests ∙ 3 bedrooms

House

Shelter Island, Suffolk County, New York, United States
Pet-friendly
Check prices
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Frequently asked questions

What are the most popular accommodations in the area?

The most booked accommodations on Shelter Island are bed and breakfast rental and cottage. We search from more than 18 accommodations on Shelter Island to help you find the perfect place to stay during your trip.

How much does it cost to stay the night?

With Casamundo, you will find vacation rentals starting from €127 on Shelter Island. On average, accommodations on Shelter Island will have a size of 46 m² (Cottage) and 153 m² (Bed and breakfast rental).

Do you offer accommodations for traveling with a group?

For your vacation on Shelter Island, we do offer accommodations for groups. The typical bed and breakfast rental has space for 2 guests.

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