Title: Winter Haven Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Winter Haven Station Hotels](https://expedia.ca/Winter-Haven-Station-Hotels.d6195285.Travel-Guide-Hotels)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Things to do in Winter Haven](https://expedia.ca/Things-To-Do-In-Winter-Haven.d7464.Travel-Guide-Activities)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winter Haven Station Vacation Rentals - ![](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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6195285&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6195285&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6195285&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6195285&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Haven Station vacation homes ![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/6b8b0da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/db6716ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/4cd1e877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98450000/98446800/98446741/13e42009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic, private, updated, 5 Bedroom Plantation Home, lake, fishing, leasure [](https://www.expedia.ca/Winter-Haven-Hotels-Historic.h98446741.Hotel-Information) Winter Haven 9.8/10 Exceptional (23) "Awesome look forward to future stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cheryl d. CA $303 CA $624 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Winter-Haven-Hotels-Historic.h98446741.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/d6727e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/9b808f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/1987c5bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100934800/100934790/d9f55985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Family Home, Legoland, Pet Friendly, 7 Beds [](https://www.expedia.ca/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information) Winter Haven 10/10 Exceptional (21) "The property was immaculate, and the stay was great. It's in a great neighborhood, and the yard is big enough for children to enjoy themselves." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tavares J. CA $314 CA $675 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Winter-Haven-Hotels-Summer-Specials-Pet-Friendly.h100934790.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107610000/107606200/107606187/1ebfbce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107610000/107606200/107606187/3c3bdfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107610000/107606200/107606187/d79c7576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107610000/107606200/107606187/cd97f0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Retreat at 6BR Escape w/ Heated Pool | Private Dock | Game Room | Deck | Perfect [](https://www.expedia.ca/Winter-Haven-Hotels-6BR-Lakefront-Escape-W-Pool.h107606187.Hotel-Information) Winter Haven 10/10 Exceptional (11) "House was absolutely beautiful! Family left completely rested and relaxed! Will stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie D. [](https://www.expedia.ca/Winter-Haven-Hotels-6BR-Lakefront-Escape-W-Pool.h107606187.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w906h683x59y0-101f6b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w905h683x60y0-a604a4a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w506h683x259y0-df72297e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92150000/92145300/92145248/w508h683x258y0-79e59c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheerful 4 Bed, 3 Bath Home with Screened Pool [](https://www.expedia.ca/Winter-Haven-Hotels-Cheerful-4-Bed.h92145248.Hotel-Information) Winter Haven 9.8/10 Exceptional (20) "Great place, lots of space and very clean. Communication was top notch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darr [](https://www.expedia.ca/Winter-Haven-Hotels-Cheerful-4-Bed.h92145248.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/19d318af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/b1f91a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/085464a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117390000/117384600/117384508/8475e474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-3-Bedroom-2-Bathroom-Home-In-Brilliant-Winter-Haven.h117384508.Hotel-Information) Winter Haven 10/10 Exceptional (1) "Wonderful home " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshlynn CA $186 CA $236 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-3-Bedroom-2-Bathroom-Home-In-Brilliant-Winter-Haven.h117384508.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/0be5accb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/f46a3f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/6624eafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/41998ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Haven - An Enduring Piece of Nostalgia [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information) Winter Haven 9.6/10 Exceptional (9) "Had a great time. Great location. Looking forward to my next visit. Great hosts as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James K. CA $165 CA $415 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/63000000/62990000/62981200/62981126/5d180bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62981200/62981126/ad3aef7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/63000000/62990000/62981200/62981126/4439c4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/63000000/62990000/62981200/62981126/379bd05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!! [](https://www.expedia.ca/Winter-Haven-Hotels-Awesome-Lake-House-With-Private-Dock.h62981126.Hotel-Information) Winter Haven 9.0/10 Wonderful (32) "We loved the lake house. The kids had an awesome time with the tree swings. Thank you for having us!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina [](https://www.expedia.ca/Winter-Haven-Hotels-Awesome-Lake-House-With-Private-Dock.h62981126.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118150000/118145600/118145577/6c3cbf32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118150000/118145600/118145577/78f2fd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118150000/118145600/118145577/88d99c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118150000/118145600/118145577/w1814h2420x1y0-81f59ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in tranquil Winter Haven w/Lake Access [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-3-Bedroom-House-With-AC.h118145577.Hotel-Information) Winter Haven 10/10 Exceptional (2) "The house is super clean and beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lai [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-3-Bedroom-House-With-AC.h118145577.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115260000/115258800/115258765/445b9305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115260000/115258800/115258765/0219cdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115260000/115258800/115258765/ee43def7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115260000/115258800/115258765/d85d0ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Front: Charming 3-bedroom house with WiFi and AC in wonderful Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Front-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Wonderful-Winter-Haven.h115258765.Hotel-Information) Winter Haven 9.6/10 Exceptional (4) "Nice, peaceful place right on the lake. Would rent it again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erikka H. [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Front-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Wonderful-Winter-Haven.h115258765.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95280000/95271000/95270952/b339ead8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95280000/95271000/95270952/w1170h771x0y0-aa57f99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95280000/95271000/95270952/93bbfba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95280000/95271000/95270952/deb691e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury StayComfy at WinterHeaven [](https://www.expedia.ca/Winter-Haven-Hotels-Luxury-StayComfy-At-WinterHeaven.h95270952.Hotel-Information) Winter Haven 8.4/10 Very good (19) "It was amazing. The beds felt and slept so good. It was just perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda P. [](https://www.expedia.ca/Winter-Haven-Hotels-Luxury-StayComfy-At-WinterHeaven.h95270952.Hotel-Information) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108080000/108077300/108077299/1c7c9ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108080000/108077300/108077299/c83d8a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108080000/108077300/108077299/6c9347e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108080000/108077300/108077299/308a90df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom country house with AC, WiFi in Winter Haven [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-2-Bedroom-Country-House-With-AC.h108077299.Hotel-Information) Winter Haven 6.6/10 (7) "This is a small, cute cottage. It feels like home away from home. Decor is pretty, beds are comfortable, and location is quiet. Only criticism would be: there is no heat and one morning was a little chilly to a native FL gal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristian B. [](https://www.expedia.ca/Winter-Haven-Hotels-Charming-2-Bedroom-Country-House-With-AC.h108077299.Hotel-Information) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/258763b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/c9afb4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/21d4d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/fd9c8147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Comfort, Pet Friendly, 2 King Beds [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) Winter Haven 10/10 Exceptional (3) "Great welcoming and answered every question I had. Highly recommend this lovely cottage. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristofer G. CA $132 CA $323 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/f2974a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/12f7e30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/08e144ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99310000/99305000/99304918/cd61c0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large 3/1 Near DownTown and Dining [](https://www.expedia.ca/Winter-Haven-Hotels-Large-31-Near-DownTown-And-Dining.h99304918.Hotel-Information) Winter Haven 7.4/10 Good (10) "Clean, quiet and comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $178 CA $353 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Winter-Haven-Hotels-Large-31-Near-DownTown-And-Dining.h99304918.Hotel-Information) ![Fridge, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113500000/113490900/113490832/8801a166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113500000/113490900/113490832/0e92bfc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/114000000/113500000/113490900/113490832/718b2a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113500000/113490900/113490832/f5cbee85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6 Mi to Legoland: Retreat w/ Pool & Fenced Yard [](https://www.expedia.ca/Winter-Haven-Hotels-6-Mi-To-Legoland-Retreat-W-Pool-Fenced-Yard.h113490832.Hotel-Information) Winter Haven 9.8/10 Exceptional (13) "This house is perfect! We loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie D. [](https://www.expedia.ca/Winter-Haven-Hotels-6-Mi-To-Legoland-Retreat-W-Pool-Fenced-Yard.h113490832.Hotel-Information) ![TV, books, offices](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/99af6bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/3e4e3b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/2cd3485e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103950000/103944400/103944395/fe2c1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Lakeside Retreat [](https://www.expedia.ca/Winter-Haven-Hotels-Peaceful-Lakeside-Retreat.h103944395.Hotel-Information) Winter Haven 9.0/10 Wonderful (10) "This property was very nice! It was very relaxing and provided me with a very nice host location for family that I was visiting in the area. The property manager was extremely professional and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelby R. CA $211 CA $577 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Winter-Haven-Hotels-Peaceful-Lakeside-Retreat.h103944395.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111740000/111735100/111735056/df690e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111735100/111735056/c0daebcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111740000/111735100/111735056/ecd673f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111740000/111735100/111735056/6c9ffad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Adventure Retreat w/ Heated Pool, Fishing Dock, Game Room & Optional 1 hr Boat Cruise\* [](https://www.expedia.ca/Winter-Haven-Hotels-Lakeside-Adventure-Retreat-W-Heated-Salt-Pool.h111735056.Hotel-Information) Winter Haven 10/10 Exceptional (8) "We loved our stay! The house was very clean and exactly as described. The hosts were VERY responsive and helpful for all questions we had! Check out was a breeze and we would love to come back here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelby [](https://www.expedia.ca/Winter-Haven-Hotels-Lakeside-Adventure-Retreat-W-Heated-Salt-Pool.h111735056.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71400000/71391000/71390915/39c449a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71400000/71391000/71390915/e60f5914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71400000/71391000/71390915/117dcac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71400000/71391000/71390915/bb253614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Silver Retreat – Waterfront Pet Friendly Home w/ Dock, Kayaks & Legoland-Themed Room! [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Silver-Retreat-III-LakeviewsLegolandFoosball-Kayaks-Family-Fun.h71390915.Hotel-Information) Winter Haven 9.8/10 Exceptional (20) "The location was convenient for our needs and the property was clean and well stocked." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark W. [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Silver-Retreat-III-LakeviewsLegolandFoosball-Kayaks-Family-Fun.h71390915.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96900000/96896700/96896656/30ad0863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96900000/96896700/96896656/f7a86d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96900000/96896700/96896656/b8fcb1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96900000/96896700/96896656/b34f4a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom private vacation home in winter haven [](https://www.expedia.ca/Winter-Haven-Hotels-Vrbo-Property.h96896656.Hotel-Information) Winter Haven 9.6/10 Exceptional (14) "We really enjoyed staying here. Everything was as described and so clean. The extra little touches were so nice. I definitely recommend staying here if you are in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mandi G. [](https://www.expedia.ca/Winter-Haven-Hotels-Vrbo-Property.h96896656.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114940000/114939600/114939597/523d7b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114940000/114939600/114939597/5809ff8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114940000/114939600/114939597/c03fac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114940000/114939600/114939597/006c5f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private lakefront retreat [](https://www.expedia.ca/Winter-Haven-Hotels-Private-Lakefront-Retreat.h114939597.Hotel-Information) Winter Haven 10/10 Exceptional (5) "Brian we thoroughly enjoyed our stay and highly recommend your property. The house was in excellent condition and very clean. We had a great week of fishing and relaxation. See you again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) STEPHEN K. [](https://www.expedia.ca/Winter-Haven-Hotels-Private-Lakefront-Retreat.h114939597.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/46d831be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/dc29b8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/0f520256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/cc04f93a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Getaway Clubhouse 5 mil Legoland & .5 mil Downtown [](https://www.expedia.ca/Winter-Haven-Hotels-Getaway-Clubhouse-5-Mil-Legoland-5-Mil-Downtown.h109301947.Hotel-Information) Winter Haven 9.8/10 Exceptional (7) "Great location, clean and great communication with hosts " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie Y. CA $172 CA $419 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Winter-Haven-Hotels-Getaway-Clubhouse-5-Mil-Legoland-5-Mil-Downtown.h109301947.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=2025-12-28&endDate=2025-12-29®ionId=6195285&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FWinter-Haven-Station-Private-Vacation-Homes.d6195285-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Station-Private-Vacation-Homes.d6195285-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winter Haven Station Hotel Reviews ![Holiday Inn Winter Haven by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg) ### Holiday Inn Winter Haven by IHG 10/10 Excellent "Staff very nice and efficient. " [](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Home2 Suites By Hilton Winter Haven](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7_y.jpg) ### Home2 Suites By Hilton Winter Haven 10/10 Excellent "Great property. Great Staff! We had a very relaxing stay! " [](https://expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) ![Best Western Plus Winter Haven Inn & Suites ](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3_y.jpg) ### Best Western Plus Winter Haven Inn & Suites 10/10 Excellent "Nice staff. " [](https://expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information) ![Lake Roy Beach Inn](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784_y.jpg) ### Lake Roy Beach Inn 10/10 Excellent "Great very nice comfortable room" [](https://expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) ![Staybridge Suites Winter Haven Auburndale by IHG](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg) ### Staybridge Suites Winter Haven Auburndale by IHG 10/10 Excellent "The staff was great! The room was clean, large, and comfortable. " [](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![LEGOLAND Beach Retreat](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a_y.jpg) ### LEGOLAND Beach Retreat 10/10 Excellent "Room was clean. Bed was comfy. Little touches like free mini figs and free apple juice made our stay feel so special. Staff was excellent and so friendly. Pool was heated and they had a great sandy area nearby so kids could play football. Loved our stay! " [](https://expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) ![Howard Johnson by Wyndham Winter Haven FL](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783_y.jpg) ### Howard Johnson by Wyndham Winter Haven FL 10/10 Excellent "The room was spotless and customer service was great. Checking in and out was very simple and they sent the safety deposit back instantly" [](https://expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![The Lake Alfred Citrus Wood Guest Cabin ](https://images.trvl-media.com/lodging/103000000/102150000/102144500/102144476/w1438h2017x0y0-830d92ea_y.jpg) ### The Lake Alfred Citrus Wood Guest Cabin 10/10 Excellent "Private and cozy cabin-like stay ! Perfect for a weekend getaway for 2 people. " [](https://expedia.ca/Lake-Alfred-Hotels-The-Lake-Alfred-Citrus-Wood-Guest-Cabin.h102144476.Hotel-Information) ![Hampton Inn Winter Haven](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/ce28e0a8_y.jpg) ### Hampton Inn Winter Haven 10/10 Excellent "Everything was great! " [](https://expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) ## Find out more about Winter Haven Station #### What types of Vacation Homes can I find in Winter Haven Station? When you’re looking for Winter Haven Station Vacation Homes in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Vacation Homes that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Vacation Homes in Winter Haven Station, use our simple search function to help you secure a good deal. If the exact location of Vacation Homes is important to you, try our map facility to view available places in relation to each other and to Winter Haven Station. #### How much do Vacation Homes cost in Winter Haven Station? Prices for Winter Haven Station Vacation Homes can start from as little as \* in 2026\. The cost per night varies depending on several factors, including the amenities on offer at Vacation Homes, the exact location of Vacation Homes and how far they are from Winter Haven Station, as well as how high the demand for accommodation is near Winter Haven Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Winter Haven Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. #### How to find the best deals on Winter Haven Station Vacation Homes? Expedia’s search function can help you find a great deal on Winter Haven Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Winter Haven Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Vacation Homes within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking. #### Why should I choose Expedia to book Winter Haven Station Vacation Homes? One of the many benefits of booking Winter Haven Station Vacation Homes with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Vacation Homes so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Winter Haven Station Vacation Homes. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. #### What is the cancellation policy on booking Winter Haven Station Vacation Homes? It’s often possible to change or cancel bookings at Winter Haven Station Vacation Homes without a fee, but it depends on the rules and restrictions of the various Vacation Homes. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Winter Haven Station arrival dates. It’s best to check the policies of the individual Vacation Homes before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Vacation Homes. You can also view the terms of the different Vacation Homes at any time by checking the details of your booking at Expedia. \*Prices and availability are subject to change. 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