Title: Chipley, FL Cottage Rentals from $149 | Expedia.com [Chipley Travel Guide](https://expedia.com/Chipley.dx7433)[Hotels in Chipley](https://expedia.com/Chipley-Hotels.d7433.Travel-Guide-Hotels)[Vacation Rentals in Chipley](https://expedia.com/Chipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals)[Flights to Chipley](https://expedia.com/Cheap-Flights-To-Chipley.d7433.Travel-Guide-Flights)[Car Rentals in Chipley](https://expedia.com/Car-Rentals-In-Chipley.d7433.Car-Rental-Guide)[Chipley Vacation Packages](https://expedia.com/Chipley.d7433.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chipley cottages ![Exterior](https://images.trvl-media.com/lodging/105000000/104920000/104913400/104913347/2dda1c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/105000000/104920000/104913400/104913347/c62a5800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104920000/104913400/104913347/f67ba97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104920000/104913400/104913347/d8c3bcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private & cute as a button! 1400 p/m 400 p/day Pets OK BBQ seating on your deck! [](https://www.expedia.com/Panama-City-Hotels-Cute-Clean-Private-Just-10-Mi-To-Beaches.h104913347.Hotel-Information) Drummond And Ware 8.0/10 Very Good (13 reviews) "House was as described, nice layout" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Skye S. $134 nightly $149 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Panama-City-Hotels-Cute-Clean-Private-Just-10-Mi-To-Beaches.h104913347.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/4445707e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/7558d680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/78f2e5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/3ee9b6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Tiny Home in Panama City Beach! [](https://www.expedia.com/Panama-City-Beach-Hotels-Tiny-Home-In-Panama-City-Beach-B.h104073503.Hotel-Information) Bahama Beach [](https://www.expedia.com/Panama-City-Beach-Hotels-Tiny-Home-In-Panama-City-Beach-B.h104073503.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102530000/102523800/102523726/08971d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102530000/102523800/102523726/d02c298b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102530000/102523800/102523726/5d810759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102530000/102523800/102523726/7200d130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Break, Large Private Pool-Fire Pit-Walk To Beach-Dog Friendly-King Beds [](https://www.expedia.com/Panama-City-Beach-Hotels-Private-PoolShort-Walk-To-The-BeachArcadeFamily-Dog-Friendly.h102523726.Hotel-Information) Panama City Beach 10/10 Exceptional (12 reviews) "Loved it and had a great time and close to a lot of things to do!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon N. $544 nightly $602 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Private-PoolShort-Walk-To-The-BeachArcadeFamily-Dog-Friendly.h102523726.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03®ionId=7433&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VILLA) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=APARTMENT) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChipley-Cottages.d7433-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChipley-Cottages.d7433-aaCottages.Travel-Guide-Accommodation) ## Top Chipley Hotel Reviews ![Palmetto Beachfront Hotel, a By the Sea Resort](https://images.trvl-media.com/lodging/10000000/9600000/9591800/9591782/cce2f859_y.jpg) ### Palmetto Beachfront Hotel, a By the Sea Resort 8/10 Good "The air conditioning system wasn’t working properly. I told the front desk so hopefully it gets fixed." [](https://expedia.com/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) ![Embassy Suites by Hilton Panama City Beach Resort](https://images.trvl-media.com/lodging/90000000/89740000/89732600/89732534/23b09eae_y.jpg) ### Embassy Suites by Hilton Panama City Beach Resort 10/10 Excellent "Had a wonderful stay awesome views " [](https://expedia.com/Panama-City-Beach-Hotels-Embassy-Suites-By-Hilton-Panama-City-Beach-Resort.h89732534.Hotel-Information) ![Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG](https://images.trvl-media.com/lodging/1000000/20000/16100/16023/67a4f102_y.jpg) ### Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG 10/10 Excellent "yes view was BEAUTIFUL " [](https://expedia.com/Panama-City-Hotels-Holiday-Inn-Express-Suites-Panama-City-Beach-Beachfront.h16023.Hotel-Information) ![Chateau Beachfront Hotel, A By The Sea Resort](https://images.trvl-media.com/lodging/1000000/900000/894100/894091/3df52d5f_y.jpg) ### Chateau Beachfront Hotel, A By The Sea Resort 8/10 Good "Staff friendly but not very talkative ,clean room with awesome view of the ocean.no breakfast or exercise room, does have a clean heated pool. Family friendly place The satelite tv channels are just basic channels. Overall it is a great place to stay with cheaper prices . We will stay again when in that area.oh and if get a kitchen room they have the basic dishes needed " [](https://expedia.com/Panama-City-Beach-Hotels-Chateau-Beachfront-Hotel.h894091.Hotel-Information) ![Casa Loma Inn](https://images.trvl-media.com/lodging/1000000/30000/23400/23307/afdae43d_y.jpg) ### Casa Loma Inn 10/10 Excellent "perfect place for young teens to stay for a trip!! loved it!! Staff were very friendly!" [](https://expedia.com/Panama-City-Hotels-Casa-Loma-Inn.h23307.Hotel-Information) ![SpringHill Suites by Marriott Panama City Beach Beachfront](https://images.trvl-media.com/lodging/34000000/33700000/33692100/33692071/9e54b532_y.jpg) ### SpringHill Suites by Marriott Panama City Beach Beachfront 6/10 Okay "Great location but the room was less than impressive. It smelled like weed and the AC unit was soooo loud, sounded like it was about to give up any minute. " [](https://expedia.com/Panama-City-Hotels-SpringHill-Suites-By-Marriott-Panama-City-Beach-Beachfront.h33692071.Hotel-Information) ![Radisson Beachfront Hotel - Panama City Beach](https://images.trvl-media.com/lodging/2000000/1150000/1140600/1140505/cc0647e6_y.jpg) ### Radisson Beachfront Hotel - Panama City Beach 2/10 Terrible "D" [](https://expedia.com/Panama-City-Hotels-Radisson-Hotel-Panama-City-Beach-Oceanfront.h1140505.Hotel-Information) ![Beachcomber Beachfront Hotel, a By The Sea Resort](https://images.trvl-media.com/lodging/1000000/900000/893200/893122/2815044e_y.jpg) ### Beachcomber Beachfront Hotel, a By The Sea Resort 8/10 Good "Room was nice, A/C was a bit noisy. One sounded like it was raining the other sounded like a storm alarm system. Pool clean, property clean. It was worth what we paid. " [](https://expedia.com/Panama-City-Hotels-Beachcomber-By-The-Sea.h893122.Hotel-Information) ![Holiday Inn Resort Panama City Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/18900/18867/77d9915a_y.jpg) ### Holiday Inn Resort Panama City Beach by IHG 10/10 Excellent "The pool was nice. The staff was friendly and helpful. The beach was beautiful. The resort was very clean and fun. The entertainment was phenomenal. The food at the outside restaurant was good. Parking was easy. Or room was cleaned regularly. Never ran out of towels. " [](https://expedia.com/Panama-City-Hotels-Holiday-Inn-Resort-Panama-City-Beach.h18867.Hotel-Information) ## Find out more about Chipley ## Chipley Cottages information | Number of reviews | 25 | | ----------------- | ------------ | | Accommodation | 147 Cottages | | Lowest Price | $149 | | Highest Price | $602 | ## Frequently asked questions ### Why book your cottage in Chipley with Expedia? ### How can I find cheap cottages in Chipley? ### What is there to do in Chipley near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Falling Waters State Park ](https://www.expedia.com/Falling-Waters-State-Park-Hotels.0-l6128481-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Bonifay ](https://www.expedia.com/Bonifay-Cabins.d6749-aaCabins.Travel-Guide-Accommodation) - [Motels in Bonifay ](https://www.expedia.com/Bonifay-Motels.d6749-aaMotels.Travel-Guide-Accommodation) - [Bonifay Hotels ](https://www.expedia.com/Bonifay-Hotels.d6749.Travel-Guide-Hotels) - 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