Title: Chipley Vacation Rentals from $239: Search Short-Term Rentals | Expedia.com [Chipley Travel Guide](https://expedia.com/Chipley.dx7433)[Hotels in Chipley](https://expedia.com/Chipley-Hotels.d7433.Travel-Guide-Hotels)[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 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=7433&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chipley vacation rentals ![Property grounds](https://images.trvl-media.com/lodging/103000000/102240000/102237000/102236935/bc9aa67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102240000/102237000/102236935/e146f07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102240000/102237000/102236935/5aa80924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102240000/102237000/102236935/0bff7c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lakefront Airstream [](https://www.expedia.com/Chipley-Hotels-Cozy-Lakefront-Airstream.h102236935.Hotel-Information) Chipley 9.8/10 Exceptional (14 reviews) "We loved the property, enjoyed all the amenities and relaxed comfortably." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesley H. $157 nightly $171 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Chipley-Hotels-Cozy-Lakefront-Airstream.h102236935.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113200000/113196000/113195982/1f8d7349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113196000/113195982/fab3a799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113200000/113196000/113195982/524f5d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113200000/113196000/113195982/aea6cda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Outdoorsmen Retreat: Indoor pool, Spa, fire pits, Bed& Breakfast, Peaceful [](https://www.expedia.com/Chipley-Hotels-Outdoorsmen-Retreat-Indoor-Pool.h113195982.Hotel-Information) Chipley 10/10 Exceptional (3 reviews) "Easy check in. Breakfast was delicious. Quite county setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah H. $203 nightly $222 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Chipley-Hotels-Outdoorsmen-Retreat-Indoor-Pool.h113195982.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113580000/113572200/113572103/7aed4b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, stovetop](https://images.trvl-media.com/lodging/114000000/113580000/113572200/113572103/a12de62f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113580000/113572200/113572103/ccfedf98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113580000/113572200/113572103/807c9cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Country Escape Indoor Heated Pool Hot Tub Breakfast Art Studio Bakery [](https://www.expedia.com/Chipley-Hotels-Romantic-Country-Escape-Indoor-Heated-Pool-Hot-Tub-Breakfast-Art-Studio-Bakery.h113572103.Hotel-Information) Chipley $149 nightly $163 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Chipley-Hotels-Romantic-Country-Escape-Indoor-Heated-Pool-Hot-Tub-Breakfast-Art-Studio-Bakery.h113572103.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/ed30119e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/bc8073bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/a1226525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/b17f3606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming waterfront barndominium on the beautiful spring-fed Chipola River. [](https://www.expedia.com/Altha-Hotels-Charming-Waterfront-Barndominium-On-The-Beautiful-Spring-Fed-Chipola-River.h105877934.Hotel-Information) Altha 9.6/10 Exceptional (25 reviews) "Amazing place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex R. $239 nightly $255 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Altha-Hotels-Charming-Waterfront-Barndominium-On-The-Beautiful-Spring-Fed-Chipola-River.h105877934.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/f0bfd6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/aa187fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/cc70e964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/54ba6b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Cozy bedroom with on suite living room [](https://www.expedia.com/Panama-City-Hotels-Private-Cozy-Bedroom-With-On-Suite-Living-Room.h74436105.Hotel-Information) Panama City 9.8/10 Exceptional (28 reviews) "According to our friends the stay was very peaceful and very relaxing for them." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken N. $130 nightly $138 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Panama-City-Hotels-Private-Cozy-Bedroom-With-On-Suite-Living-Room.h74436105.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/w6016h4011x0y0-459b0e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/79da0806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/w2048h1364x0y0-82f6d177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/e96728a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bring your Pet! Amazing 3rd floor unit! Outstanding Views and Amenities! [](https://www.expedia.com/Panama-City-Beach-Hotels-Bring-Your-Pet-Amazing-3rd-Floor-Unit-Outstanding-Views-And-Amenities.h89753220.Hotel-Information) Panama City Beach 9.4/10 Exceptional (180 reviews) "We love staying at Grand Panama " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn I. [](https://www.expedia.com/Panama-City-Beach-Hotels-Bring-Your-Pet-Amazing-3rd-Floor-Unit-Outstanding-Views-And-Amenities.h89753220.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/033384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/e4661d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/d4c355a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74800000/74792600/74792543/8e1d8dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Serenity \*\*Beachfront Corner End Balcony\*\* Sleeps 2 [](https://www.expedia.com/Panama-City-Beach-Hotels-Pier-Serenity-Sterling-Reef-Beachfront-Corner-End-Balcony-Sleeps-2.h74792543.Hotel-Information) Panama City Beach 9.4/10 Exceptional (117 reviews) "The views were Amazing ..My quate little condo was just the right size for myself n my guests .. definitely will recommend for a little getaway for 2" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna $175 nightly $184 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Pier-Serenity-Sterling-Reef-Beachfront-Corner-End-Balcony-Sleeps-2.h74792543.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78400000/78398500/78398428/84cbbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78400000/78398500/78398428/f869d901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78400000/78398500/78398428/d8789010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78400000/78398500/78398428/0bd0e2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Origin 0538- Studio - Breath Taking Gulf Views [](https://www.expedia.com/Panama-City-Beach-Hotels-Origin-538-Studio-New-Renovated-Breath-Taking-Gulf-Views.h78398428.Hotel-Information) Panama City Beach 9.2/10 Wonderful (32 reviews) "great place to stay, will definately be staying there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John L. $235 nightly $263 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Origin-538-Studio-New-Renovated-Breath-Taking-Gulf-Views.h78398428.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99680000/99678000/99677977/fdaecd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99680000/99678000/99677977/08d39fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99680000/99678000/99677977/6acfa174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/100000000/99680000/99678000/99677977/293f8637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #101 Somerset PETS WELCOMED [](https://www.expedia.com/Panama-City-Beach-Hotels-101-Somerset-PETS-WELCOMED.h99677977.Hotel-Information) Bahama Beach 8.4/10 Very Good (19 reviews) "Very clean and a great price for the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew $235 nightly $263 total Apr 18 - Apr 19 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-101-Somerset-PETS-WELCOMED.h99677977.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294011/w1994h1048x3y3-34d1d8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294011/e7c54715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294011/927cdc2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72300000/72294100/72294011/bc2e8573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \~ La Conchita \~ w private pool & Firepit [](https://www.expedia.com/Panama-City-Hotels-La-Conchita.h72294011.Hotel-Information) Panama City 9.8/10 Exceptional (52 reviews) "Very clean and comfortable. Would definitely recommend for a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil L. $344 nightly $383 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Panama-City-Hotels-La-Conchita.h72294011.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753221/101f46a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753221/b9ad20e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753221/w2048h1365x0y0-e093ebbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753221/58b8452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Exceptional Unit, Fantastic Gulf Views, Ceiling To Floor Windows,Pools! [](https://www.expedia.com/Panama-City-Beach-Hotels-Exceptional-Unit.h89753221.Hotel-Information) Panama City Beach 9.2/10 Wonderful (174 reviews) "Everything was handled nicely by the host. The condo was nicely decorated and there were all the things we needed during our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) P P. $420 nightly $469 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Exceptional-Unit.h89753221.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/16000000/15560000/15558700/15558650/d6a46817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Ocean View (901) | Living area | TV](https://images.trvl-media.com/lodging/16000000/15560000/15558700/15558650/5ae3b9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Private kitchen | Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/16000000/15560000/15558700/15558650/796f34be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Ocean View (1904) | Living area | TV](https://images.trvl-media.com/lodging/16000000/15560000/15558700/15558650/2158cbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sterling Breeze by Panhandle Getaways [](https://www.expedia.com/Panama-City-Hotels-Sterling-Breeze-By-Panhandle-Getaways.h15558650.Hotel-Information) Panama City Beach 8.4/10 Very Good (31 reviews) "Great place.. near the pier " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina $674 nightly $762 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Panama-City-Hotels-Sterling-Breeze-By-Panhandle-Getaways.h15558650.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/90000000/89770000/89762600/89762543/e315a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89770000/89762600/89762543/a9438043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/90000000/89770000/89762600/89762543/81d2e60f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89770000/89762600/89762543/420ef703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun! [](https://www.expedia.com/Panama-City-Beach-Hotels-DOG-FRIENDLY-Studio-ONLY-500-Feet-To-The-Sand-Fall-Deals-Free-Fun.h89762543.Hotel-Information) Laguna Beach 9.0/10 Wonderful (21 reviews) "Great place to stay especially if you have your puppy. It was a really great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina $389 nightly $422 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-DOG-FRIENDLY-Studio-ONLY-500-Feet-To-The-Sand-Fall-Deals-Free-Fun.h89762543.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19470000/19461300/19461281/475fb6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19470000/19461300/19461281/0f97bd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19470000/19461300/19461281/f8640ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19470000/19461300/19461281/36f86dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \[5 O'Clock Somewhere\] Gorgeous Edgewater Beach Resort Panama City Beach, Florida [](https://www.expedia.com/Panama-City-Beach-Hotels-5-OClock-Somewhere-Gorgeous-Edgewater-Beach-Resort-Panama-City-Beach.h19461281.Hotel-Information) Panama City Beach 9.6/10 Exceptional (126 reviews) "Beautiful property great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. $301 nightly $336 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-5-OClock-Somewhere-Gorgeous-Edgewater-Beach-Resort-Panama-City-Beach.h19461281.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/21000000/20370000/20360700/20360628/406e8ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/21000000/20370000/20360700/20360628/099a8a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20370000/20360700/20360628/w1285h720x3y3-1bb62cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20370000/20360700/20360628/aeacee55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book Now!! Balcony is right on the beachside. Great view of the Emerald Water! [](https://www.expedia.com/Panama-City-Beach-Hotels-Book-Now-Balcony-Is-Right-On-The-Beachside-Great-View-Of-The-Emerald-Water.h20360628.Hotel-Information) Panama City Beach 9.8/10 Exceptional (262 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy E. $278 nightly $311 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Book-Now-Balcony-Is-Right-On-The-Beachside-Great-View-Of-The-Emerald-Water.h20360628.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/e998ecc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/5c5a39e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/9f046736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/811dfd08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Origin 1333 - Studio - Amazing Value - Gulf Views [](https://www.expedia.com/Panama-City-Beach-Hotels-Origin-1333-Studio-Amazing-Value-Gulf-Views.h78398646.Hotel-Information) Panama City Beach 9.4/10 Exceptional (52 reviews) "Great location and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian W. $252 nightly $282 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Origin-1333-Studio-Amazing-Value-Gulf-Views.h78398646.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/26000000/25120000/25115200/25115137/156a0a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/26000000/25120000/25115200/25115137/b232279f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/26000000/25120000/25115200/25115137/060fd096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/26000000/25120000/25115200/25115137/1c224e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnificent View of the Gulf of America Near Pier Park. BOOK YOUR VACATION NOW! [](https://www.expedia.com/Panama-City-Beach-Hotels-Magnificent-View-Of-The-Gulf-Of-America-Near-Pier-Park-BOOK-YOUR-VACATION-NOW.h25115137.Hotel-Information) Panama City Beach 9.8/10 Exceptional (132 reviews) "Very nice smaller condo right near the beach, convenient to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. $420 nightly $469 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Magnificent-View-Of-The-Gulf-Of-America-Near-Pier-Park-BOOK-YOUR-VACATION-NOW.h25115137.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/32000000/31370000/31370000/31369946/b86e8a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool, a waterfall pool](https://images.trvl-media.com/lodging/32000000/31370000/31370000/31369946/b3fc6732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31370000/31370000/31369946/1192f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31370000/31370000/31369946/d5fe07cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Beachfront Condo Sleeps 6 Resort Pool Next to Pier [](https://www.expedia.com/Panama-City-Beach-Hotels-Luxury-Beachfront-Condo-Sleeps-6-Resort-Pool-Next-To-Pier.h31369946.Hotel-Information) Panama City Beach 9.8/10 Exceptional (121 reviews) "ALWAYS the most enjoyable experience with Dawn's Rentals at Reef Memories! See ya at the beach next time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly T. $330 nightly $347 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Luxury-Beachfront-Condo-Sleeps-6-Resort-Pool-Next-To-Pier.h31369946.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/91000000/90200000/90198800/90198714/fc0bcce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90200000/90198800/90198714/8186a868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90200000/90198800/90198714/b135ef0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90200000/90198800/90198714/f8e06598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlooking the Gulf! Pools, Arcade + Free Beach Service & Attraction Tickets [](https://www.expedia.com/Panama-City-Beach-Hotels-Overlooking-The-Gulf-2-Pools.h90198714.Hotel-Information) Panama City Beach 9.2/10 Wonderful (118 reviews) "We had a very enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert F. $312 nightly $348 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Overlooking-The-Gulf-2-Pools.h90198714.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/79000000/78070000/78066100/78066068/eaee39b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78070000/78066100/78066068/6d25a08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78070000/78066100/78066068/80a07638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78070000/78066100/78066068/ba73a5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Good Vibes PCB- Private and Serene Getaway [](https://www.expedia.com/Panama-City-Beach-Hotels-Sleeps-10-Gated.h78066068.Hotel-Information) Panama City Beach 10/10 Exceptional (8 reviews) "I love the house great location I will be booking again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demetrus $411 nightly $429 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Panama-City-Beach-Hotels-Sleeps-10-Gated.h78066068.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=2026-04-15&endDate=2026-04-16®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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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-Vacation-Rentals.d7433.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals) ## 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 pool was very well maintained and cleaned daily. Rooms were cleaned. The access to the beach is wonderful!" [](https://expedia.com/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.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 4/10 Poor "The shower we could not use be ause the water was scalding hot turned down to the coldest setting with a trickle coming out. Had to go to relatives house for a shower. Road noise from the interstate is constant and noise decibels of a loud vacuum cleaner. " [](https://expedia.com/Panama-City-Beach-Hotels-Hyatt-Place-Panama-City-Beach.h76464089.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 "Breakfast was fresh, loved the heated outdoor pool and they play at movie at night by the pool! " [](https://expedia.com/Panama-City-Hotels-Holiday-Inn-Express-Suites-Panama-City-Beach-Beachfront.h16023.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 6/10 Okay "Beach view excellent. Jets on one side of Hot tub not working. They need to do thorough cleaning of elevator floors." [](https://expedia.com/Panama-City-Hotels-Radisson-Hotel-Panama-City-Beach-Oceanfront.h1140505.Hotel-Information) ![Spark by Hilton Panama City Beach](https://images.trvl-media.com/lodging/2000000/1730000/1726500/1726480/w3837h2560x3y0-d8d6e877_y.jpg) ### Spark by Hilton Panama City Beach 10/10 Excellent "Good" [](https://expedia.com/Panama-City-Beach-Hotels-Spark-By-Hilton-Panama-City-Beach.h1726480.Hotel-Information) ![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 "All was amazing, safe, fun and friendly environment. Would recommend and return" [](https://expedia.com/Panama-City-Hotels-Days-Inn-By-Wyndham-Panama-City-BeachOcean-Front.h8515.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 6/10 Okay "The hotel is reasonable priced. It is older no updates but fairly clean. The problem was that the hot tub was not hot and the jets were not working. I informed the front desk the response was that they were trying to find a company to repair it. It had not bee working on arrival and was not repaired upon check out. Very disappointed. Should not be charging a resort fee or at least lower the price. " [](https://expedia.com/Panama-City-Hotels-Beachcomber-By-The-Sea.h893122.Hotel-Information) ![TownePlace Suites by Marriott Panama City Beach Pier Park](https://images.trvl-media.com/lodging/53000000/52040000/52035600/52035583/1bfaf816_y.jpg) ### TownePlace Suites by Marriott Panama City Beach Pier Park 10/10 Excellent "The room was clean and spacious. I also love that breakfast was included with our stay. There was plenty of parking and I love how convenient the hotel is located near Pier Park and the beach." [](https://expedia.com/Panama-City-Hotels-Towneplace-Suites-By-Marriott-Panama-City-Beach-Pier-Park.h52035583.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 "Parking was good. The room wasnt clean but overall the stay was ok. " [](https://expedia.com/Panama-City-Beach-Hotels-Chateau-Beachfront-Hotel.h894091.Hotel-Information) ## Find out more about Chipley **Everything you need to know about Chipley vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chipley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chipley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Chipley vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chipley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chipley in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $239 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Chipley rentals** At Expedia, we put the best Chipley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Chipley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chipley vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chipley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Chipley ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Condo Rentals in Chipley ](https://expedia.com/Chipley-Condos.d7433-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Chipley ](https://expedia.com/Chipley-Private-Vacation-Homes.d7433-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Chipley ](https://expedia.com/Chipley-Apartments.d7433-aaApartments.Travel-Guide-Accommodation) - [Cottages in Chipley ](https://expedia.com/Chipley-Cottages.d7433-aaCottages.Travel-Guide-Accommodation) - [Resorts in Chipley ](https://expedia.com/Chipley-Resorts.d7433-aaResorts.Travel-Guide-Accommodation) - [Villas in Chipley ](https://expedia.com/Chipley-Villas.d7433-aaVillas.Travel-Guide-Accommodation) - [Town Houses in Chipley ](https://expedia.com/Chipley-Town-Houses.d7433-aaTownHouses.Travel-Guide-Accommodation) - [Motels in Chipley ](https://expedia.com/Chipley-Motels.d7433-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Chipley ](https://expedia.com/Chipley-Apart-Hotels.d7433-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Chipley ](https://expedia.com/Chipley-Guest-Houses.d7433-aaGuestHouses.Travel-Guide-Accommodation) - [RV Parks in Chipley ](https://expedia.com/Chipley-RV-Parks.d7433-aaRVParks.Travel-Guide-Accommodation) - [Cabin Rentals in Chipley ](https://expedia.com/Chipley-Cabins.d7433-aaCabins.Travel-Guide-Accommodation) - [Condo Resorts in Chipley ](https://expedia.com/Chipley-Condominium-Resort.d7433-aaCondominiumResort.Travel-Guide-Accommodation) - [Farmstay in Chipley ](https://expedia.com/Chipley-Agritourism.d7433-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Chipley ](https://expedia.com/Chipley-Bed-And-Breakfast.d7433-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Houseboats in Chipley ](https://expedia.com/Chipley-Houseboats.d7433-aaHouseboats.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Chipley? ### What's the top vacation rental that Chipley has to offer? ### How many vacation rentals are there in Chipley? ### What can I see and do in Chipley? ### What are vacation rentals like in Chipley? ### Expedia's Latest Trends Hotels - 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