Plan your trip

A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

Search Chipley Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

  • Find holiday rentals that suit your style

    Aparthotels

    Apartments

    Cabins

    Cottages

    Condos

    Villas

    Check prices for these dates

    Check prices for these dates, 13 – 14 December 2026

    View in a map

    Our top choices for Chipley cottages

    1. New cozy 1-bedroom cottage in quaint Vernon with AC, 30 min to Panama city beach

    A single-story house with a covered porch, surrounded by a well-maintained lawn and tall trees.

    2. Steps from the Beach! Your PCB Cottage Awaits! - E

    An aerial view of a coastal town with a long sandy beach, a dense cluster of buildings along the shore, and a clear blue sky.

    3. Private - Waterfront Cottage - Panama City, FL

    A covered porch with a table and chairs, a ceiling fan, and a view of the outdoors.

    4. 3BR Canal-front Home w/ Wifi & Boat Dock

    A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a glass table and white chairs.

    5. House in PCB-Near 30A-Short walk to the beach, 2 bedroom 1 bath, Pet friendly

    A covered porch with a bicycle rack, a small garden, and a building with a white exterior and teal accents.

    6. Steps from the Beach! Your PCB Cottage Awaits! - A

    Beach

    7. Steps from the Beach! Your PCB Cottage Awaits! - B

    A small, single-room structure with a door, two chairs, and a blue awning.

    8. Sweet Caroline

    An aerial view of a coastal residential area with houses, a road, and a 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

    Learn more about Chipley

    Stroll through the charming city centre and visit the historic Chipley Depot, now a museum showcasing the area's railway heritage. Nature lovers can explore nearby Falling Waters State Park, home to Florida's highest waterfall and scenic hiking trails.

    See all hotels in Chipley

    A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.

    Top reviews in Chipley

    Magnolia Creek Lodge

    A two-story house with a stone facade, a gabled roof, and a front porch.

    Hilton Garden Inn Panama City Airport

    A Hilton Garden Inn hotel with a modern design, featuring a stone facade and multiple windows.

    Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG

    A beach view with a pier, a pool area, and beach umbrellas.

    Residence Inn Panama City Beach Pier Park

    A multi-story hotel with a modern design, featuring a prominent 'Residence Inn by Marriott' sign.

    Hyatt Place Panama City Beach

    A balcony with wicker furniture and a view of the ocean.

    Osprey on the Gulf

    A beach with a pier extending into the ocean, a balcony with a railing, and a clear sky.

    Courtyard by Marriott Panama City

    A Courtyard by Marriott hotel with a central courtyard, multiple floors, and a well-lit entrance.

    Wingate by Wyndham Panama City Area Lynn Haven

    A modern hotel with a flat roof, multiple windows, and a sign reading "Wingate by Wyndham".

    Holiday Inn Express & Suites Bonifay by IHG

    A multi-story hotel with a prominent 'Holiday Inn Express' sign, a covered entrance, and a parking lot.

    The Driftwood Lodge

    A wooden boardwalk leading to a beach with palm trees and a white structure in the distance.

    Frequently Asked Questions

    Why book your cottage in Chipley with Expedia?

    Expedia has some terrific cottages in Chipley, so start packing for a memorable stay close to nature. If you have a certain budget, choose how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a pool or a kitchen. We'll help you find the perfect place whatever your plans or bank balance.

    How can I find cheap cottages in Chipley?

    With Expedia's convenient filter tool, booking cheap cottages in Chipley has never been easier. To view accommodation that'll make your wallet happy, narrow your search results by star rating, budget and amenities.

    What is there to do in Chipley near my cottage?

    Once you've settled into your hotel, head out and discover the amazing things Chipley has to offer. Falling Waters State Park is a great attraction to add to your to-do list.