Photo by tom owens
Search Guest Houses in Shelter Island
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 23 Guest Houses in Shelter Island with updated reviews, rates, and availability.

Hampton's Vacation Inn
Hampton's Vacation Inn
9.0 out of 10, Wonderful, (272)

Aqua by American Beech - Superior King
Aqua by American Beech - Superior King
10.0 out of 10, Exceptional, (5)
The price is SAR 784
SAR 1,169 total
includes taxes & fees
20 Apr - 21 Apr

House on Chase Creek
House on Chase Creek
9.4 out of 10, Exceptional, (69)
The price is SAR 461
SAR 527 total
includes taxes & fees
21 Apr - 22 Apr

New and Modern Bridgehampton Accommodations
New and Modern Bridgehampton Accommodations
10.0 out of 10, Exceptional, (8)
The price is SAR 732
SAR 1,715 total
includes taxes & fees
20 Apr - 21 Apr

Steps from the Ocean
Steps from the Ocean
10.0 out of 10, Exceptional, (54)

American Beech in Greenport NY - King Suite 1
American Beech in Greenport NY - King Suite 1
10.0 out of 10, Exceptional, (5)
The price is SAR 822
SAR 1,248 total
includes taxes & fees
21 Apr - 22 Apr

American Beech - King Suite 2
American Beech - King Suite 2
10.0 out of 10, Exceptional, (2)
The price is SAR 822
SAR 1,248 total
includes taxes & fees
22 Apr - 23 Apr

Aqua by American Beech - Deluxe King
Aqua by American Beech - Deluxe King
9.0 out of 10, Wonderful, (2)
The price is SAR 859
SAR 1,268 total
includes taxes & fees
20 Apr - 21 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Shelter Island

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
10.0 out of 10, Exceptional, (41)
The price is SAR 3,002
SAR 5,380 total
includes taxes & fees
30 Apr - 1 May

Montauk Manor
Montauk Manor
9.2 out of 10, Wonderful, (1157)
The price is SAR 557
SAR 710 total
includes taxes & fees
30 Apr - 1 May

Montauk Oceanside Suites
Montauk Oceanside Suites
8.6 out of 10, Excellent, (369)
The price is SAR 511
SAR 624 total
includes taxes & fees
20 Apr - 21 Apr
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.
Recent reviews of Shelter Island hotels
Recent reviews of Shelter Island hotels

Montauk Blue Hotel
5/5 Excellent
"Highly recommend "
A verified traveler from Staten Island stayed at Montauk Blue Hotel
Posted 1 day ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Guest Houses in Other Destinations
More Accommodation Types in Shelter Island
- Vacation Homes in Shelter Island
- Cottages in Shelter Island
- Apartments in Shelter Island
- Villas in Shelter Island
- Condo Rentals in Shelter Island
- B&B in Shelter Island
- Motels in Shelter Island
- Aparthotels in Shelter Island
- Resorts in Shelter Island
- Farmstay in Shelter Island
- Inns in Shelter Island
- Houseboats in Shelter Island
- Cabin Rentals in Shelter Island
- Condo Resorts in Shelter Island
- Hostels in Shelter Island
- Residences in Shelter Island
- Hotels