Book Guest Houses in Shelter Island, 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
Hampton's Vacation Inn
177 West Montauk Highway, Hampton Bays, NY
The price is $337 per night
$337
includes taxes & fees
$295 per night
May 22 - May 23
The guesthouse's outdoor tennis court, seasonal outdoor pool, and 3 beach bars are among the featured amenities. Families will appreciate the playground, picnic area, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Pet friendly
Aqua by American Beech - Superior King
The price is $319 per night
$319
includes taxes & fees
$279 per night
Apr 29 - Apr 30
A garden is available at this guesthouse.
Breakfast included
Pet friendly
House on Chase Creek
3 Locust Avenue, Shelter Island Heights, NY
The price is $315 per night
$315
includes taxes & fees
$276 per night
Apr 29 - Apr 30
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
New and Modern Bridgehampton Accommodations
The price is $491 per night
$491
includes taxes & fees
$430 per night
Apr 29 - Apr 30
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Steps from the Ocean
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
American Beech in Greenport NY - King Suite 1
The price is $332 per night
$332
includes taxes & fees
$291 per night
May 4 - May 5
This guesthouse includes a garden and laundry facilities.
Breakfast included
Pet friendly
American Beech - King Suite 2
The price is $332 per night
$332
includes taxes & fees
$291 per night
May 4 - May 5
This guesthouse includes a garden and laundry facilities.
Breakfast included
Pet friendly
Aqua by American Beech - Deluxe King
The price is $345 per night
$345
includes taxes & fees
$302 per night
Apr 29 - Apr 30
A garden is available at this guesthouse.
Breakfast included
Air conditioning
American Beech in Greenport - Two-Bedroom Apartment 8
The price is $444 per night
$444
includes taxes & fees
$389 per night
Apr 30 - May 1
This guesthouse features laundry facilities.
Breakfast included
Air conditioning
American Beech - Deluxe King Suite 14
The price is $369 per night
$369
includes taxes & fees
$323 per night
May 1 - May 2
This guesthouse includes a garden and laundry facilities.
Breakfast included
Air conditioning
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
Montauk Manor
236 Edgemere St., Montauk, NY
The price is $208 per night from Apr 29 to Apr 30
$208
includes taxes & fees
$182 per night
Apr 29 - Apr 30
9/10 Wonderful! (1,163 reviews)
Shelter Island Guest Houses essential information
Accommodation | 17 Guest Houses |
|---|---|
Lowest Price | $91 |
Highest Price | $661 |
Popular accommodation | Hampton's Vacation Inn, Aqua by American Beech - Superior King, House on Chase Creek, New and Modern Bridgehampton Accommodations , Steps from the Ocean , American Beech in Greenport NY - King Suite 1, American Beech - King Suite 2, Aqua by American Beech - Deluxe King, American Beech in Greenport - Two-Bedroom Apartment 8, American Beech - Deluxe King Suite 14, American Beech in Greenport - King Suite 3, American Beech in Greenport - Deluxe King Suite 11 |
Explore more Guest Houses
Popular accommodation searches
More places to stay in Shelter Island
More ways to wander Shelter Island
Most popular
Hotels
Cheap Hotels in YonkersCheap Hotels in UticaCheap Hotels in MiddletownCheap Hotels in CanandaiguaCheap Hotels in Garden CityMontauk Beach Resorts & HotelsCheap Hotels in Niagara FallsCheap Hotels in SyracuseCheap Hotels in RomeCheap Hotels in Lake GeorgeCheap Hotels in HiltonCheap Hotels in IthacaCheap Hotels in PoughkeepsieCheap Hotels in KingstonCheap Hotels in AlbanyCheap Hotels in OswegoCheap Hotels in MontaukCheap Hotels in OneontaCheap Hotels in Saratoga SpringsCheap Hotels in White PlainsCheap Hotels in CortlandCheap Hotels in Alexandria Bay
Packages