Sunset along the beach at Towd Point in Southampton, Long Island, New York.

Search Guest Houses in Long Island from CA $255

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12
In one month
Jul 24 - Jul 26
In two months
Aug 21 - Aug 23

Our top choices for Long Island guest houses

Exterior

The Breakers Inn

The Breakers Inn
3.0 star property
Higgins Beach
10.0 out of 10, Exceptional, (1 review)
"The room was clean, it sits right next to the wharf and the attractions are easily within walking distance, the staff was polite and helpful we felt welcome there"
United States
carol
The price is CA $390
CA $425 total
includes taxes & fees
Jun 24 - Jun 25
The Breakers Inn
Superior Room, 1 Queen Bed, Shared Bathroom, Ocean View | Balcony

The Rebekah Inn

The Rebekah Inn
2.5 star property
Old Orchard Beach
9.0 out of 10, Wonderful, (87 reviews)
"This place was adorable "
United States
Michael
The price is CA $234
CA $255 total
includes taxes & fees
Jun 24 - Jun 25
The Rebekah Inn
TV

The Woodland Loft at Falmouth

The Woodland Loft at Falmouth
Falmouth
10.0 out of 10, Exceptional, (2 reviews)
"Excellent communication. Host checked in to make sure we didn’t need anything. Property and unit were beautiful, clean and well stocked."
United States
Deborah M.
The price is CA $338
CA $729 total
includes taxes & fees
Jul 8 - Jul 9
The Woodland Loft at Falmouth
TV

The Porthole - Seaside Suite on Popham Beach!

The Porthole - Seaside Suite on Popham Beach!
Phippsburg
10.0 out of 10, Exceptional, (2 reviews)
"Chris was very welcoming, room was quite cozy with good hot water and WiFi, proximity to Popham is unparalleled.Only small ask would be a cutting board in the room, otherwise great stay! "
United States
Will W.
The price is CA $459
CA $621 total
includes taxes & fees
Jun 28 - Jun 29
The Porthole - Seaside Suite on Popham Beach!
Towels

Captain's Quarters - Seaside Suite on Popham Beach!

Captain's Quarters - Seaside Suite on Popham Beach!
Phippsburg
The price is CA $504
CA $676 total
includes taxes & fees
Jul 5 - Jul 6
Captain's Quarters - Seaside Suite on Popham Beach!
1 bedroom, free WiFi, bed sheets

Admiral Suite - Seaside Suite on Popham Beach!

Admiral Suite - Seaside Suite on Popham Beach!
Phippsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $577
CA $766 total
includes taxes & fees
Jul 18 - Jul 19
Admiral Suite - Seaside Suite on Popham Beach!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"We only needed one night for a doctor's appointment. When we drive up we were concerned about our choice. A non descript brick building with no real signage. Inside was a pleasant surprise, updated and very clean. You do get airplane noise."
Nikki 1-night trip
Posted 2 hours ago
Comfort Inn South Portland Airport

Find out more about Long Island

Long Island Guest Houses information

Number of reviews
92
Accommodation
9 Guest Houses
Lowest Price
CA $255
Highest Price
CA $766

Explore a world of travel with Expedia