Book Guest Houses in Shelter Island Heights, NY

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Shelter Island Heights

Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
$140 nightly
The price is $160 total per night
$160 total
Oct 6 - Oct 7
Total with taxes and fees
This guesthouse features an outdoor tennis court and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and express check-out are also on offer.
Pool
Pet friendly
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue Shelter Island Heights NY
$185 nightly
The price is $211 total per night
$211 total
Nov 2 - Nov 3
Total with taxes and fees
Free self parking is available and the guesthouse's front desk is staffed around-the-clock. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Parking included
Free WiFi
Charming Carriage House - Beach - Ocean Views - Fireplace

Charming Carriage House - Beach - Ocean Views - Fireplace

New London CT
$376 nightly
The price is $426 total per night
$426 total
Oct 16 - Oct 17
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
Free WiFi
Air conditioning
Steps from the Ocean

Steps from the Ocean

Montauk NY
Get rates
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
Victorian Seasons Stirling

Victorian Seasons Stirling

3.5 out of 5
857 NY-25 Greenport NY
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a library are also on offer.
Parking included
Free WiFi
The North Fork Loft

The North Fork Loft

Peconic NY
Get rates
A water park and an outdoor pool are featured at this smoke-free guesthouse. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Air conditioning
Don't see what you're looking for?
See all available properties in Shelter Island Heights
View all properties
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.

Top hotels in Shelter Island Heights

Offshore Montauk

Offshore Montauk

71 S Emerson Ave Montauk NY
$205 nightly
The price is $234 total per night from Nov 4 to Nov 5
$234 total
Nov 4 - Nov 5
Total with taxes and fees
9.2/10 Wonderful! (207 reviews)

Shelter Island Heights Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$91
Highest Price
$510
Popular accommodation
 Hampton's Vacation Inn, House on Chase Creek, Charming Carriage House - Beach - Ocean Views - Fireplace, Steps from the Ocean , Victorian Seasons Stirling, The North Fork Loft

Explore More Ways to Travel with Travelocity