Title: Chipley Vacation Rentals from CA $436: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Chipley](https://expedia.ca/Chipley-Hotels.d7433.Travel-Guide-Hotels)[Flights to Chipley](https://expedia.ca/Cheap-Flights-To-Chipley.d7433.Travel-Guide-Flights)[Chipley Car Rentals](https://expedia.ca/Car-Rentals-In-Chipley.d7433.Car-Rental-Guide)[Chipley Vacation Packages](https://expedia.ca/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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2026-07-17&endDate=2026-07-19&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 ![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/114000000/113580000/113572200/113572103/13f2ec92.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) ![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.ca/Chipley-Hotels-Romantic-Country-Escape-Indoor-Heated-Pool-Hot-Tub-Breakfast-Art-Studio-Bakery.h113572103.Hotel-Information) Chipley CA $132 CA $226 total includes taxes & fees Apr 14 - Apr 15 [](https://www.expedia.ca/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/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/103000000/102240000/102237000/102236935/0bff7c94.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102240000/102237000/102236935/3e004928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lakefront Airstream [](https://www.expedia.ca/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. CA $178 CA $255 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/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) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113200000/113196000/113195982/ba5c3c07.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.ca/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. CA $148 CA $307 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Chipley-Hotels-Outdoorsmen-Retreat-Indoor-Pool.h113195982.Hotel-Information) ![Condo, 3 Bedrooms, Ocean View (701E) | Balcony](https://images.trvl-media.com/lodging/14000000/13200000/13198300/13198270/ac46e2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Sea View (1709W) | Living room](https://images.trvl-media.com/lodging/14000000/13200000/13198300/13198270/98983302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Sea View (1709W) | Living room](https://images.trvl-media.com/lodging/14000000/13200000/13198300/13198270/69d3fb35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Ocean View (706W) | Living area](https://images.trvl-media.com/lodging/14000000/13200000/13198300/13198270/d75e450f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calypso Beach Resort by Panhandle Getaways [](https://www.expedia.ca/Panama-City-Hotels-Calypso-Beach-Resort-By-Panhandle-Getaways.h13198270.Hotel-Information) Panama City Beach 8.8/10 Excellent (170 reviews) "Stayed for the local Ironman event. Perfect location for the event. We really enjoyed our stay and would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $173 CA $927 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Panama-City-Hotels-Calypso-Beach-Resort-By-Panhandle-Getaways.h13198270.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) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/54ba6b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/ebdb4432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74440000/74436200/74436105/e850e48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Cozy bedroom with on suite living room [](https://www.expedia.ca/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. CA $152 CA $219 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Panama-City-Hotels-Private-Cozy-Bedroom-With-On-Suite-Living-Room.h74436105.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) ![Smart TV](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/b17f3606.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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105880000/105878000/105877934/e9070d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming waterfront barndominium on the beautiful spring-fed Chipola River. [](https://www.expedia.ca/Altha-Hotels-Charming-Waterfront-Barndominium-On-The-Beautiful-Spring-Fed-Chipola-River.h105877934.Hotel-Information) Altha 9.6/10 Exceptional (24 reviews) "Amazing place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex R. CA $206 CA $358 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Altha-Hotels-Charming-Waterfront-Barndominium-On-The-Beautiful-Spring-Fed-Chipola-River.h105877934.Hotel-Information) ![Condo, 2 Bedrooms, Balcony, Ocean View (602 E) | Balcony view](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102813/24e0d1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Balcony, Ocean View (1806-3) | Living area](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102813/da1d0d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102813/364da65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Balcony, Ocean View (1806-3) | Private kitchen](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102813/785ef63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calypso Resort and Towers by Book That Condo [](https://www.expedia.ca/Panama-City-Hotels-Calypso-Resort-And-Towers-By-Book-That-Condo.h54102813.Hotel-Information) Panama City Beach 9.4/10 Exceptional (8 reviews) "Perfect location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Weylin [](https://www.expedia.ca/Panama-City-Hotels-Calypso-Resort-And-Towers-By-Book-That-Condo.h54102813.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532503/12e581c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532503/c7f1b1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532503/w1618h1079x0y0-c26c8053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, Multiple Beds, Balcony, Ocean View (Grand Panama 1-1006 - No Pets Allowed) | Interior](https://images.trvl-media.com/lodging/106000000/105540000/105532600/105532503/e0681298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Panama Beach Resort [](https://www.expedia.ca/Panama-City-Beach-Hotels-Grand-Panama-Beach-Resort.h105532503.Hotel-Information) Panama City Beach 6.4/10 (5 reviews) "Nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erik CA $218 CA $753 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Grand-Panama-Beach-Resort.h105532503.Hotel-Information) ![On the beach, white sand](https://images.trvl-media.com/lodging/68000000/67300000/67299100/67299091/7779ff6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 3 Bedrooms, Sea View (1402) | Living area](https://images.trvl-media.com/lodging/68000000/67300000/67299100/67299091/6b8ab89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Ocean View (3-1403) | In-room dining](https://images.trvl-media.com/lodging/68000000/67300000/67299100/67299091/02a2a2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/68000000/67300000/67299100/67299091/e79ded6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calypso Tower 3 by Panhandle Getaways [](https://www.expedia.ca/Panama-City-Beach-Hotels-Calypso-Tower-3-By-Panhandle-Getaways.h67299091.Hotel-Information) Panama City Beach 8.8/10 Excellent (20 reviews) "Staff was very helpful and nice. Rooms were clean and fresh." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifford CA $138 CA $802 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Calypso-Tower-3-By-Panhandle-Getaways.h67299091.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) ![Exterior](https://images.trvl-media.com/lodging/32000000/31370000/31370000/31369946/f8716e80.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) ![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) ### Luxury Beachfront Condo Sleeps 6 Resort Pool Next to Pier [](https://www.expedia.ca/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. CA $165 CA $482 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Luxury-Beachfront-Condo-Sleeps-6-Resort-Pool-Next-To-Pier.h31369946.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21710000/21705900/21705824/w640h445x0y1-e7a790ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21705900/21705824/ec166d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21705900/21705824/6f46a293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21710000/21705900/21705824/d2a2a117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Free Beach Chair Service + Free Activities! Summer Deals! 17th Floor! [](https://www.expedia.ca/Panama-City-Beach-Hotels-Free-Beach-Chair-Service-Free-Activities-Summer-Deals-17th-Floor.h21705824.Hotel-Information) Panama City Beach 9.0/10 Wonderful (128 reviews) "We had a lovely stay and everything was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee H. CA $318 CA $982 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Free-Beach-Chair-Service-Free-Activities-Summer-Deals-17th-Floor.h21705824.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) ![Private kitchen](https://images.trvl-media.com/lodging/100000000/99680000/99678000/99677977/30183a6c.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.ca/Panama-City-Beach-Hotels-101-Somerset-PETS-WELCOMED.h99677977.Hotel-Information) Bahama Beach 8.4/10 Very good (19 reviews) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie F. CA $103 CA $376 total includes taxes & fees Apr 18 - Apr 19 [](https://www.expedia.ca/Panama-City-Beach-Hotels-101-Somerset-PETS-WELCOMED.h99677977.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) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89770000/89762600/89762543/f044319c.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) ### Dog-Friendly Studio Just 500 Feet from the Sand! Walk to Beach + Free Fun! [](https://www.expedia.ca/Panama-City-Beach-Hotels-DOG-FRIENDLY-Studio-ONLY-500-Feet-To-The-Sand-Fall-Deals-Free-Fun.h89762543.Hotel-Information) Laguna Beach 8.8/10 Excellent (19 reviews) "Very nice place, looks just as the pictures show. Very clean and comfortable. Would definitely stay again. Very close to the beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ginger W. [](https://www.expedia.ca/Panama-City-Beach-Hotels-DOG-FRIENDLY-Studio-ONLY-500-Feet-To-The-Sand-Fall-Deals-Free-Fun.h89762543.Hotel-Information) ![Condo, 1 Bedroom, Ocean View (1504E) | View from room](https://images.trvl-media.com/lodging/15000000/14590000/14587300/14587226/b6d6f0a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Ocean View (1707E) | View from room](https://images.trvl-media.com/lodging/15000000/14590000/14587300/14587226/1d62491a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![48-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/15000000/14590000/14587300/14587226/4a78da5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room dining](https://images.trvl-media.com/lodging/15000000/14590000/14587300/14587226/86dff8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Splash Beach Resort by Panhandle Getaways [](https://www.expedia.ca/Panama-City-Hotels-Splash-Beach-Resort-By-Panhandle-Getaways.h14587226.Hotel-Information) Panama City Beach 7.4/10 Good (201 reviews) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie CA $138 CA $726 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Panama-City-Hotels-Splash-Beach-Resort-By-Panhandle-Getaways.h14587226.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541227/23984f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541227/0e5d5c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541227/85183620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72550000/72541300/72541227/dc141ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### gulf view! only 30 steps to the HEATED pool and hot tub!! [](https://www.expedia.ca/Panama-City-Beach-Hotels-Gulf-View-Pool-Hot-Tub-Only-30-Steps-Away-Large-Balcony-Small-Dog-Friendly.h72541227.Hotel-Information) Panama City Beach 10/10 Exceptional (61 reviews) "Perfect week away for my wife and i.....pool and hot.tub are steps away !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEFF K. CA $196 CA $539 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Gulf-View-Pool-Hot-Tub-Only-30-Steps-Away-Large-Balcony-Small-Dog-Friendly.h72541227.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) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/e96728a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89760000/89753300/89753220/bfe52412.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.ca/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 (179 reviews) "We love staying at Grand Panama " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn I. CA $110 CA $648 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Bring-Your-Pet-Amazing-3rd-Floor-Unit-Outstanding-Views-And-Amenities.h89753220.Hotel-Information) ![Condo, 2 Bedrooms, Balcony, Ocean View (2102 W) | Balcony](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102822/2cf0543c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102822/abd9ccad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 1 Bedroom, Balcony, Ocean View (1503 E) | In-room dining](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102822/e6e302d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Balcony, Ocean View (2102 W) | Balcony view](https://images.trvl-media.com/lodging/55000000/54110000/54102900/54102822/b4ecf880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Splash Beach Resort by Book That Condo [](https://www.expedia.ca/Panama-City-Hotels-Splash-Beach-Resort-By-Book-That-Condo.h54102822.Hotel-Information) Panama City Beach 9.4/10 Exceptional (16 reviews) "Love the family vibes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley [](https://www.expedia.ca/Panama-City-Hotels-Splash-Beach-Resort-By-Book-That-Condo.h54102822.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) ![TV, DVD player](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/a3dbf98b.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) ![Lobby](https://images.trvl-media.com/lodging/79000000/78400000/78398700/78398646/5c5a39e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Origin 1333 - Studio - Amazing Value - Gulf Views [](https://www.expedia.ca/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. CA $134 CA $408 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Origin-1333-Studio-Amazing-Value-Gulf-Views.h78398646.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77820000/77813700/77813649/0ccfe389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/78000000/77820000/77813700/77813649/bb750272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77820000/77813700/77813649/31ecd3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77820000/77813700/77813649/099595cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous beachfront 2BR Condo Steps from the beach with a pool!!! [](https://www.expedia.ca/Panama-City-Beach-Hotels-Gorgeous-2BR-Condo-In-A-Low-Rise-Complex-Just-Steps-From-The-Beach.h77813649.Hotel-Information) Panama City Beach 9.4/10 Exceptional (244 reviews) "Great stay while in town for baseball. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica T. CA $136 CA $436 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Gorgeous-2BR-Condo-In-A-Low-Rise-Complex-Just-Steps-From-The-Beach.h77813649.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/23000000/22160000/22156300/22156299/a73d389f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22160000/22156300/22156299/w800h599x0y1-0e763f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/23000000/22160000/22156300/22156299/13ed3518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22160000/22156300/22156299/9cac94fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACHFRONT CONDO ACROSS THE STREET FROM PIER PARK [](https://www.expedia.ca/Panama-City-Hotels-Beachfront-Condo-Across-THE-Street-From-Pier-Park.h22156299.Hotel-Information) Panama City Beach 9.0/10 Wonderful (118 reviews) "Perfect condo on the beach! Highly recommended if you are looking for a relaxing time with a beachfront! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valentino V. CA $321 CA $906 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Panama-City-Hotels-Beachfront-Condo-Across-THE-Street-From-Pier-Park.h22156299.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.ca/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07®ionId=7433&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chipley%2C+Florida%2C+United+States+of+America®ionId=7433&latLong=30.78072%2C-85.538582&adults=2&startDate=2026-06-21&d1=2026-06-21&endDate=2026-06-24&d2=2026-06-24&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals) ## Top Chipley Hotel Reviews ![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 "Room was clean for the most part. Our sheets were kinda gritty tho like leftover sand or something. The people in the front desk placed my cousin in a unfinished room as well..but he got moved thanks to maintenance/housekeeping man standing on business! " [](https://expedia.ca/Panama-City-Beach-Hotels-Chateau-Beachfront-Hotel.h894091.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 "We enjoyed our stay, alittle outdated but clean and friendly staff, we opted out of housekeeping but staff was very friendly when we needed anything " [](https://expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.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" [](https://expedia.ca/Panama-City-Hotels-Seahaven-Beach-Hotel.h22519.Hotel-Information) ![Casa Loma Inn](https://images.trvl-media.com/lodging/1000000/30000/23400/23307/afdae43d_y.jpg) ### Casa Loma Inn 10/10 Excellent "Heat/air worked great. A bit of a walk to the pier but and shops but not bad to the bars. " [](https://expedia.ca/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 10/10 Excellent "Our stay was amazing! The room was clean and the staff was the best, specifically Austin. He was fast , efficient, very helpful, and extremely accommodating. I had a slight issue with check in and he offered many options . I appreciate that so much. The pool and hot tub were so relaxing even with kids being there.The view from the lobby is incredible and my family and I cannot wait to come back." [](https://expedia.ca/Panama-City-Hotels-SpringHill-Suites-By-Marriott-Panama-City-Beach-Beachfront.h33692071.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 "Yes" [](https://expedia.ca/Panama-City-Beach-Hotels-Spark-By-Hilton-Panama-City-Beach.h1726480.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 "Everything was wonderful as always. See ya next vacation. " [](https://expedia.ca/Panama-City-Hotels-Flamingo-Motel-Tower.h22563957.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 "The room was clean. The staff was very nice. I had a room with a beach view on the balcony it was great." [](https://expedia.ca/Panama-City-Hotels-Hampton-Inn-Suites-Panama-City-Beach-Beachfront.h17262390.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 8/10 Good "The ciew from our room was absolutely stunning. We were able to come early and enjoy the amenities. The staff were nice and the pools were wonderful. We willl be returning here again." [](https://expedia.ca/Panama-City-Hotels-Holiday-Inn-Express-Suites-Panama-City-Beach-Beachfront.h16023.Hotel-Information) ## Find out more about Chipley You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chipley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Chipley ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Condo Rentals in Chipley ](https://expedia.ca/Chipley-Condos.d7433-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Chipley ](https://expedia.ca/Chipley-Private-Vacation-Homes.d7433-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Chipley ](https://expedia.ca/Chipley-Apartments.d7433-aaApartments.Travel-Guide-Accommodation) - [Cottages in Chipley ](https://expedia.ca/Chipley-Cottages.d7433-aaCottages.Travel-Guide-Accommodation) - [Resorts in Chipley ](https://expedia.ca/Chipley-Resort-Hotels.d7433-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Chipley ](https://expedia.ca/Chipley-Villas.d7433-aaVillas.Travel-Guide-Accommodation) - [Townhomes in Chipley ](https://expedia.ca/Chipley-Townhomes.d7433-aaTownhomes.Travel-Guide-Accommodation) - [Motels in Chipley ](https://expedia.ca/Chipley-Motels.d7433-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Chipley ](https://expedia.ca/Chipley-Apart-Hotels.d7433-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Chipley ](https://expedia.ca/Chipley-Guest-Houses.d7433-aaGuestHouses.Travel-Guide-Accommodation) - [RV Parks in Chipley ](https://expedia.ca/Chipley-RV-Parks.d7433-aaRVParks.Travel-Guide-Accommodation) - [Cabin Rentals in Chipley ](https://expedia.ca/Chipley-Cabins.d7433-aaCabins.Travel-Guide-Accommodation) - [Condo Resorts in Chipley ](https://expedia.ca/Chipley-Condominium-Resort.d7433-aaCondominiumResort.Travel-Guide-Accommodation) - [Farmstay in Chipley ](https://expedia.ca/Chipley-Agritourism.d7433-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Chipley ](https://expedia.ca/Chipley-Bed-And-Breakfast.d7433-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Houseboats in Chipley ](https://expedia.ca/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? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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