Photo by tom owens
Search Houseboats 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 4 Houseboats in Shelter Island with updated reviews, rates, and availability.

Peconic River Boatel
Peconic River Boatel
10.0 out of 10, Exceptional, (10)

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
10.0 out of 10, Exceptional, (9)

Spend Your Summer on a Prestige 500 55ft. Yacht in Beautiful Sag Harbor
Spend Your Summer on a Prestige 500 55ft. Yacht in Beautiful Sag Harbor

Gorgeous Vintage Yacht in Wine Country NY
Gorgeous Vintage Yacht in Wine Country NY
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

Montauk Manor
Montauk Manor
9.2 out of 10, Wonderful, (1138)
The price is SAR 491
SAR 634 total
includes taxes & fees
18 Mar - 19 Mar

Montauk Oceanside Suites
Montauk Oceanside Suites
8.6 out of 10, Excellent, (366)
The price is SAR 510
SAR 624 total
includes taxes & fees
18 Mar - 19 Mar

Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, (275)
The price is SAR 494
SAR 646 total
includes taxes & fees
18 Mar - 19 Mar
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 Manor
5/5 Excellent
"Beautiful place to stay, friendly and profesional staff, great room with nice balcony very comfortable suite. Will go back for sure. "
A verified traveler stayed at Montauk Manor
Posted 15 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular 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
- Guest Houses in Shelter Island
- Aparthotels in Shelter Island
- Resorts in Shelter Island
- Farmstay in Shelter Island
- Inns in Shelter Island
- Cabin Rentals in Shelter Island
- Condo Resorts in Shelter Island
- Hostels in Shelter Island
- Residences in Shelter Island
- Hotels