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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 17 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 AED 694
AED 1,031 total
includes taxes & fees
30 Mar - 31 Mar
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 AED 382
AED 437 total
includes taxes & fees
31 Mar - 1 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 AED 826
AED 1,599 total
includes taxes & fees
6 Apr - 7 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 AED 804
AED 1,139 total
includes taxes & fees
22 Apr - 23 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 AED 804
AED 1,202 total
includes taxes & fees
1 Apr - 2 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 AED 768
AED 1,122 total
includes taxes & fees
30 Mar - 31 Mar
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 AED 1,135
AED 1,587 total
includes taxes & fees
4 Apr - 5 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 AED 988
AED 1,419 total
includes taxes & fees
1 Apr - 2 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 AED 878
AED 1,293 total
includes taxes & fees
1 Apr - 2 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 AED 878
AED 1,293 total
includes taxes & fees
1 Apr - 2 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.
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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, (1147)
"Old architecture, modern amenities, great little town "
The price is AED 525
AED 671 total
includes taxes & fees
31 Mar - 1 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 AED 500
AED 611 total
includes taxes & fees
1 Apr - 2 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)
"Great cozy place"
The price is AED 484
AED 633 total
includes taxes & fees
1 Apr - 2 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.