Title: Top Chalets in Hillsborough County in 2026 | Expedia.ca [Hillsborough County Hotels](https://expedia.ca/Destinations-In-Hillsborough-County.d553248635083906620.Hotel-Destinations)[Vacation Rentals in Hillsborough County](https://expedia.ca/Destinations-In-Hillsborough-County.d553248635083906620.Vacation-Rental-Destinations)[Hillsborough County Car Rentals](https://expedia.ca/Destinations-In-Hillsborough-County.d553248635083906620.Car-Rental-Destinations)[Hillsborough County Vacations](https://expedia.ca/Hillsborough-County.d553248635083906620.Destination-Travel-Guides) ![Favorite movie theatre in Tampa. This old historic theatre gets the classics to art-house indie releases, and even some cool love concerts. ](https://images.trvl-media.com/place/3517/01fcb2a5-ac66-41c6-9469-2ae3b53d2935.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by JoyFilledWander ![](https://images.trvl-media.com/place/3517/01fcb2a5-ac66-41c6-9469-2ae3b53d2935.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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635083906620&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635083906620&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 three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635083906620&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 four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635083906620&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) ## Top Cities in Hillsborough County ![Tampa Bay showing a river or creek, night scenes and skyline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175775-Tampa-Bay-Area.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Tampa [](https://expedia.ca/Tampa-Chalets.d602996-aaChalets.Travel-Guide-Accommodation) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175552-Dinosaur-World-Museum.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plant City [](https://expedia.ca/Plant-City-Chalets.d9127-aaChalets.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/2d255921c9ee7345ee32d7b8140768f6.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Lithia [](https://expedia.ca/Lithia-Chalets.d6005246-aaChalets.Travel-Guide-Accommodation) ## Our top choices for Hillsborough County chalets ![Exterior](https://images.trvl-media.com/lodging/120000000/119610000/119607600/119607504/97e37323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119610000/119607600/119607504/ad5bf772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119610000/119607600/119607504/bfb2b93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/120000000/119610000/119607600/119607504/72586737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom chalet in fabulous Brandon with pool [](https://www.expedia.ca/Tampa-Hotels-4-Bedroom-Chalet-In-Fabulous-Brandon-With-Pool.h119607504.Hotel-Information) Brandon 8.4/10 Very good (5 reviews) "Had a great stay betsy and her husband we’re great host to work with let us have a party and a live DJ we had multiple friends there to enjoy the beautiful house big yard wonderful pool definitely recommend this listing and will be doing it again in the future" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kiara C. CA $227 CA $586 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Tampa-Hotels-4-Bedroom-Chalet-In-Fabulous-Brandon-With-Pool.h119607504.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/75000000/74440000/74437600/74437593/8352148e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/75000000/74440000/74437600/74437593/45e0c5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/75000000/74440000/74437600/74437593/104f2d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/75000000/74440000/74437600/74437593/0cf82adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### An alternative to Tampa during the very busy seasons. [](https://www.expedia.ca/Tampa-Hotels-An-Alternative-To-Tampa-During-The-Very-Busy-Seasons.h74437593.Hotel-Information) Tampa [](https://www.expedia.ca/Tampa-Hotels-An-Alternative-To-Tampa-During-The-Very-Busy-Seasons.h74437593.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=2026-03-04&endDate=2026-03-05®ionId=553248635083906620&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635083906620) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=HOUSE_BOAT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=RESIDENCE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Hillsborough+County%2C+Florida%2C+United+States+of+America®ionId=553248635083906620&latLong=27.94776%2C-82.458444&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CHALET) ![](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%2FHillsborough-County-Chalets.d553248635083906620-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHillsborough-County-Chalets.d553248635083906620-aaChalets.Travel-Guide-Accommodation) ## Top Hillsborough County Hotel Reviews ![The Westin Tampa Bay](https://images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "Amazing experience!! Thank you!" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg) ### DoubleTree by Hilton Tampa Rocky Point Waterfront 10/10 Excellent "Staff was very helpful at check-in. Location is outstanding and the structure supports the environmental views. Not very happy about the $26 plus parking fee - do not remember reading that although that could be my error." [](https://expedia.ca/Tampa-Hotels-DoubleTree-By-Hilton-Tampa-Rocky-Point-Waterfront.h1366.Hotel-Information) ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg) ### Hotel Tampa Riverwalk 10/10 Excellent "Everything was great ! Staff was friendly and welcoming!" [](https://expedia.ca/Tampa-Hotels-Hotel-Tampa-Riverwalk.h22354.Hotel-Information) ![HomeTowne Studios by Red Roof Tampa - Airport](https://images.trvl-media.com/lodging/108000000/107490000/107489600/107489593/415cefef_y.jpg) ### HomeTowne Studios by Red Roof Tampa - Airport 10/10 Excellent "Exellent servixe" [](https://expedia.ca/Tampa-Hotels-Hometowne-Studios-Tampa.h107489593.Hotel-Information) ![OASIS BAY SUITES, Tampa, Busch Gardens, USF](https://images.trvl-media.com/lodging/104000000/103790000/103788900/103788835/6ccfa0f3_y.jpg) ### OASIS BAY SUITES, Tampa, Busch Gardens, USF 10/10 Excellent "Clean rooms, spacious and beautiful pool area. Yummy and delicious free breakfast in the restaurant the next morning." [](https://expedia.ca/Tampa-Hotels-OASIS-BAYSUITES.h103788835.Hotel-Information) ![Hotel South Tampa & Suites](https://images.trvl-media.com/lodging/1000000/30000/21700/21685/ebc5e46f_y.jpg) ### Hotel South Tampa & Suites 10/10 Excellent "Great location. Very clean pleasant staff decent rates " [](https://expedia.ca/Tampa-Hotels-Hotel-South-Tampa-Suites.h21685.Hotel-Information) ![Quality Inn Airport - Cruise Port](https://images.trvl-media.com/lodging/1000000/10000/4500/4462/dbf70823_y.jpg) ### Quality Inn Airport - Cruise Port 10/10 Excellent "Clean room, friendly staff " [](https://expedia.ca/Tampa-Hotels-Quality-Inn-Airport-Cruise-Port.h4462.Hotel-Information) ![La Quinta Inn by Wyndham Tampa Near Busch Gardens](https://images.trvl-media.com/lodging/1000000/70000/67700/67611/6613cf40_y.jpg) ### La Quinta Inn by Wyndham Tampa Near Busch Gardens 10/10 Excellent "The room, grounds, and everything were clean. A little dated, but CLEAN. That is the most important. Fantastic value. Not fancy, but clean. I would absolutely stay there again!!!" [](https://expedia.ca/Tampa-Hotels-La-Quinta-Inn-By-Wyndham-Tampa-Near-Busch-Gardens.h67611.Hotel-Information) ![Hyatt House Tampa Airport Westshore](https://images.trvl-media.com/lodging/58000000/57940000/57932000/57931971/81fdbc9d_y.jpg) ### Hyatt House Tampa Airport Westshore 10/10 Excellent "Clean. Friendly. A great room" [](https://expedia.ca/Tampa-Hotels-Hyatt-House-Tampa-Airport-Westshore.h57931971.Hotel-Information) ## Find out more about Hillsborough County ## Hillsborough County Chalets information | Number of reviews | 5 | | ----------------- | --------- | | Accommodation | 3 Chalets | | Lowest Price | CA $586 | | Highest Price | CA $586 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Tampa ](https://www.expedia.ca/5Star-Tampa-Hotels.s50-0-d602996.Travel-Guide-Filter-Hotels) - [Hotels near Amalie Arena ](https://www.expedia.ca/Amalie-Arena-Hotels.0-l6139257-0.Travel-Guide-Filter-Hotels) - [Downtown Tampa Hotels ](https://www.expedia.ca/Downtown-Tampa-Tampa-Hotels.0-n6048134-0.Travel-Guide-Filter-Hotels) - [Pensions in Florida ](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida ](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - 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