Photo by tom owens

Search Guest Houses in Shelter Island

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 23 Guest Houses in Shelter Island with updated reviews, rates, and availability.

Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, highchair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation Inn
Aqua by American Beech - Superior King
Property grounds

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Very clean, flexible, great communication and exceptional view"
The price is SAR 784
SAR 1,153 total
includes taxes & fees
2 Apr - 3 Apr
Aqua by American Beech - Superior King
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (68)
"Beautiful setting and big rooms close to ferry and town center. "
The price is SAR 461
SAR 526 total
includes taxes & fees
2 Apr - 3 Apr
House on Chase Creek
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
10.0 out of 10, Exceptional, (8)
"the perfect weekend getaway! if you are looking for somewhere relaxing to stay nearby beaches & shops in the hamptons this is the place to stay! the property itself was beautiful with many great features to enjoy inside and outside. was very secluded and private as well which we enjoyed. the apartment was clean, and the check-in & out process was seamless. definitely reccomend! "
The price is SAR 844
SAR 1,659 total
includes taxes & fees
2 Apr - 3 Apr
New and Modern Bridgehampton Accommodations
Steps from the Ocean
On the beach, sun loungers, beach towels

Steps from the Ocean

10.0 out of 10, Exceptional, (54)
"Really enjoyed our two nights away with the family. Great way to unplug and enjoy nature!"
Steps from the Ocean
American Beech in Greenport NY - King Suite 1
Interior

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is SAR 671
SAR 1,011 total
includes taxes & fees
2 Apr - 3 Apr
American Beech in Greenport NY - King Suite 1
American Beech - King Suite 2
Interior

American Beech - King Suite 2

10.0 out of 10, Exceptional, (1)
"Wonderful weekend getaway. American Beech offers a perfect blend of privacy and indulgence. Great communication, cool vibe, and a variety of fun food and drink options."
The price is SAR 671
SAR 1,003 total
includes taxes & fees
2 Apr - 3 Apr
American Beech - King Suite 2
Aqua by American Beech - Deluxe King
Terrace/patio

Aqua by American Beech - Deluxe King

8.0 out of 10, Very Good, (1)
The price is SAR 859
SAR 1,246 total
includes taxes & fees
2 Apr - 3 Apr
Aqua by American Beech - Deluxe King
American Beech in Greenport - Two-Bedroom Apartment 8
Interior

American Beech in Greenport - Two-Bedroom Apartment 8

The price is SAR 1,159
SAR 1,624 total
includes taxes & fees
2 Apr - 3 Apr
American Beech in Greenport - Two-Bedroom Apartment 8
American Beech - Deluxe King Suite 14
Interior

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
"Right in the heart of Greenport Villiage "
The price is SAR 897
SAR 1,298 total
includes taxes & fees
6 Apr - 7 Apr
American Beech - Deluxe King Suite 14
American Beech in Greenport - King Suite 3
Property grounds

American Beech in Greenport - King Suite 3

American Beech in Greenport - King Suite 3
American Beech in Greenport - Deluxe King Suite 11
Interior

American Beech in Greenport - Deluxe King Suite 11

The price is SAR 821
SAR 1,201 total
includes taxes & fees
7 Apr - 8 Apr
American Beech in Greenport - Deluxe King Suite 11
American Beech in Greenport - Deluxe King Suite 12
Interior

American Beech in Greenport - Deluxe King Suite 12

The price is SAR 821
SAR 1,201 total
includes taxes & fees
2 Apr - 3 Apr
American Beech in Greenport - Deluxe King Suite 12
Victorian Seasons Stirling
Romantic House, 4 Bedrooms, Kitchen, Garden View | Terrace/patio

Victorian Seasons Stirling

3.5 star property
Victorian Seasons Stirling
Aqua by American Beech - Superior with 2 Queens
Outdoor dining

Aqua by American Beech - Superior with 2 Queens

Aqua by American Beech - Superior with 2 Queens
Aqua by American Beech - Deluxe with 2 Queen
Property grounds

Aqua by American Beech - Deluxe with 2 Queen

Aqua by American Beech - Deluxe with 2 Queen
The North Fork Loft
Interior

The North Fork Loft

The North Fork Loft
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Shelter Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Shelter Island

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1144)
"the location is great and price is reasonable. "
The price is SAR 536
SAR 685 total
includes taxes & fees
7 Apr - 8 Apr
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (367)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk . "
The price is SAR 510
SAR 624 total
includes taxes & fees
2 Apr - 3 Apr
Montauk Oceanside Suites
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Condo was great, family of 5 , clean, no hassle"
The price is SAR 494
SAR 646 total
includes taxes & fees
2 Apr - 3 Apr
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.