Photo by Erisa Dilo

Search Guest Houses in Shelter Island Heights

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Guest Houses in Shelter Island Heights

House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (73)
"The House on Chase Creek is beautiful. It's an old house but everything is updated, clean and comfortable. "
The price is ￥36,165
￥41,318 total
includes taxes & fees
Sep 15 - Sep 16
House on Chase Creek
Ocean Views - Fireplace - Private Beach
Beach nearby, sun loungers, beach towels

Ocean Views - Fireplace - Private Beach

10.0 out of 10, Exceptional, (185)
"Love Dawn’s spot and really enjoy all the lovely thoughtful touches. "
The price is ￥44,157
￥68,591 total
includes taxes & fees
Aug 17 - Aug 18
Ocean Views - Fireplace - Private Beach
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.4 out of 10, Exceptional, (10)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is ￥47,837
￥93,166 total
includes taxes & fees
Sep 10 - Sep 11
New and Modern Bridgehampton Accommodations
American Beech - Deluxe King Suite 14
Outdoor dining

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is ￥46,954
￥67,100 total
includes taxes & fees
Sep 1 - Sep 2
American Beech - Deluxe King Suite 14
American Beech in Greenport NY - King Suite 1
1 bedroom, iron/ironing board, internet

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is ￥38,122
￥56,505 total
includes taxes & fees
Sep 1 - Sep 2
American Beech in Greenport NY - King Suite 1
American Beech - King Suite 2
Property grounds

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is ￥38,122
￥56,505 total
includes taxes & fees
Sep 1 - Sep 2
American Beech - King Suite 2
American Beech in Greenport - Deluxe King Suite 11
Property grounds

American Beech in Greenport - Deluxe King Suite 11

The price is ￥41,066
￥60,373 total
includes taxes & fees
Aug 28 - Aug 29
American Beech in Greenport - Deluxe King Suite 11
American Beech in Greenport - Deluxe King Suite 12
Property grounds

American Beech in Greenport - Deluxe King Suite 12

The price is ￥41,066
￥60,373 total
includes taxes & fees
Aug 28 - Aug 29
American Beech in Greenport - Deluxe King Suite 12
American Beech in Greenport - King Suite 3
Property grounds

American Beech in Greenport - King Suite 3

The price is ￥38,122
￥56,505 total
includes taxes & fees
Sep 1 - Sep 2
American Beech in Greenport - King Suite 3
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, (299)
"Property maintain nice and very clean and private."
The price is ￥35,105
￥40,107 total
includes taxes & fees
Sep 1 - Sep 2
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 ￥44,010
￥63,232 total
includes taxes & fees
Sep 1 - Sep 2
Aqua by American Beech - Superior King
Aqua by American Beech - Deluxe King
Terrace/patio

Aqua by American Beech - Deluxe King

9.0 out of 10, Wonderful, (2)
"The property was lovely. The staff was super sweet and attentive. I would love to go back when theres better weather. Love the decor, sweet little touches and lovelt amenities "
The price is ￥48,426
￥68,782 total
includes taxes & fees
Sep 1 - Sep 2
Aqua by American Beech - Deluxe King
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
Sign in
Sign up, it's free

Top Shelter Island Heights Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Everything was perfect"
Andrea 3-night trip
Posted 2 days ago
Beachcomber Resort at Montauk