Title: Chipley, FL Cottage Rentals from $143 | 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) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104920000/104913400/104913347/d8c3bcdb.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) ### 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. $129 nightly $143 total Mar 18 - Mar 19 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) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/3ee9b6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/105000000/104080000/104073600/104073503/6190b282.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) ### 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 $182 nightly $203 total Mar 18 - Mar 19 Total with taxes and fees [](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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523800/102523726/04230544.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. $522 nightly $578 total Mar 18 - Mar 19 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=2026-03-31&endDate=2026-04-01®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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CABIN) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=COTTAGE) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VACATION_HOME) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CONDO) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=APARTMENT) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VILLA) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&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 ![Days Inn by Wyndham Panama City Beach/Beachfront Resort ](https://images.trvl-media.com/lodging/1000000/10000/8600/8515/c8755006_y.jpg) ### Days Inn by Wyndham Panama City Beach/Beachfront Resort 10/10 Excellent "The staff was friendly and willing to help. We got an early check in and a late check out. I know those are based strictly on availability, but its appreciated just the same. The view is incredible. Breakfast was also a great feature. " [](https://expedia.com/Panama-City-Hotels-Days-Inn-By-Wyndham-Panama-City-BeachOcean-Front.h8515.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 6/10 Okay "Pool side wasn’t that clean. The staff was great. Outdoor pool was nice didn’t use laundry room did find personal paraphernalia wrappers under the bed kitchen supplies was very limited" [](https://expedia.com/Panama-City-Beach-Hotels-Chateau-Beachfront-Hotel.h894091.Hotel-Information) ![Seahaven Beach Hotel](https://images.trvl-media.com/lodging/1000000/30000/22600/22519/db337e1c_y.jpg) ### Seahaven Beach Hotel 10/10 Excellent "Great room right on the beach. Never wwnt to breakfast due to visiting my kids. " [](https://expedia.com/Panama-City-Hotels-Seahaven-Beach-Hotel.h22519.Hotel-Information) ![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 "Room is dated but clean and comfy. No complaints " [](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 6/10 Okay "Wanna start with the breakfast was amazing! Hotel is in a great area. However during my 7 days the elevator on my side of the building was out for almost half of it . The setup of the building makes you walk a lot . Many of the doors are always locked and the scan codes don’t work . Many visitors stuck at doors and letting each other in . Hot tub was not hot for 3 of the days . Pool is not heated so was really cold but the slide is fun . I pre checked in on the Hilton app the day before . I didn’t receive that room or a room even close to the side or location I choose even though I got there and was waiting at 9am . There was a fire in someone’s room at 11:30 at night so we all had to go to the parking lot for a half hour . No apology or even brought up after . Hallway carpet old on first floor. Fan in my bathroom didn’t work . Practically had to beg for the shampoo that should have been full for the week before we go there . Got it off a girls cart after asking the desk twice . They did room service only like twice that week. We just had to ask them in the hallway they were always just serving the new rooms not current guests. Overall after checking out then paying the extra almost 200 on resort fees and 160 on parking. I’m not sure the great breakfast was worth it . " [](https://expedia.com/Panama-City-Beach-Hotels-Embassy-Suites-By-Hilton-Panama-City-Beach-Resort.h89732534.Hotel-Information) ![The Flamingo Hotel and Tower](https://images.trvl-media.com/lodging/23000000/22570000/22564000/22563957/02a47684_y.jpg) ### The Flamingo Hotel and Tower 10/10 Excellent "Location is fantastic and convenient. Right on beach. 2 pools and hot tub. Outdoor bar. Laundry on site but we didnt use it. Plenty of parking across the street. Comfy beds. It has everything uou need though decor could be updated. But we werent in room a ton. Very reasonable price for what you get. Only things id improve are extra blankets in room, frying pan for kitchen (only had pots), and there really should be some sort of sidewalk to cross the street but really cant complain. Well worth what we paid. Walking distance to shopping areas and piers and more. We would definitey stay here again. " [](https://expedia.com/Panama-City-Hotels-Flamingo-Motel-Tower.h22563957.Hotel-Information) ![Hyatt Place Panama City Beach](https://images.trvl-media.com/lodging/77000000/76470000/76464100/76464089/w3837h2558x3y3-11f6409e_y.jpg) ### Hyatt Place Panama City Beach 10/10 Excellent "It was amazing, the staff was so friendly and helpful! The room was breathtaking, the pool was heated and felt amazing! The outdoor bar and bartender were awesome & extremely knowledgeable! " [](https://expedia.com/Panama-City-Beach-Hotels-Hyatt-Place-Panama-City-Beach.h76464089.Hotel-Information) ![Hampton Inn & Suites Panama City Beach-Beachfront](https://images.trvl-media.com/lodging/18000000/17270000/17262400/17262390/444388aa_y.jpg) ### Hampton Inn & Suites Panama City Beach-Beachfront 10/10 Excellent "View was excellent. Staff was exceptional. Food was only fair. Waffles were always good " [](https://expedia.com/Panama-City-Hotels-Hampton-Inn-Suites-Panama-City-Beach-Beachfront.h17262390.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 "Our stay was amazing! Smart TVs would be greatly appreciated! But other than that it was perfect!! ❤️" [](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 | $143 | | Highest Price | $578 | ## 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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