Title: Winter Haven Guest Houses | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Vacation Rentals in Winter Haven](https://expedia.ca/Winter-Haven-Vacation-Rentals.d7464.Travel-Guide-VacationRentals)[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) ![Winter Haven showing rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22903-Legoland-Florida.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Winter Haven ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7464&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Haven Guest Houses We don't have any properties that match your exact search [See all properties in Winter Haven](https://expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03®ionId=7464&adults=2) ## Recommended hotels in Winter Haven ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/76950965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1d8ea75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/40f089c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winter Haven by IHG Winter Haven 9.0/10 Wonderful (1005) "The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $154 CA $173 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/ce28e0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/a0e09929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/fee4543f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564300/564220/000f25b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winter Haven Winter Haven 9.0/10 Wonderful (1011) "Very good Hotel for the price and all its amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $137 CA $153 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Hampton-Inn-Winter-Haven.h564220.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/db42c925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/3a91b5c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a05a4caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30470000/30469200/30469147/a1688b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winter Haven Winter Haven 9.4/10 Exceptional (719) "Wonderful stay, great staff and accommodations!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $195 CA $218 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Winter-Haven-Hotels-Courtyard-By-Marriott-Winter-Haven.h30469147.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room)](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/0b1acfca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![Property amenity](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/a610a46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)   ![Lobby](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/d11e7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)      ### Best Western Plus Winter Haven Inn & Suites  Winter Haven 9.4/10 Exceptional (1018) "Excellent place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anita CA $181 CA $203 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)  ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/228a563a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, WiFi](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/abef6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/17435544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/31000000/30540000/30538000/30537958/a3da91f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LEGOLAND Beach Retreat Winter Haven 9.0/10 Wonderful (121) "small " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean Carlo CA $258 CA $344 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winter-Haven-Hotels-LEGOLAND-Beach-Retreat.h30537958.Hotel-Information) ![2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/cfc6de7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/13ba7178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/2ada1493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - indoor](https://images.trvl-media.com/lodging/114000000/113250000/113243700/113243677/c3a1ff1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legoland Florida Hotel Winter Haven 9.2/10 Wonderful (34) "Really enjoyable stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $314 CA $407 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Legoland-Florida-Hotel.h113243677.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/b3fa944f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LED TV, Netflix, streaming services](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/5a55f480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, eco-friendly cleaning products](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/320658cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Haven Winter Haven 9.4/10 Exceptional (225) "Excellent stay 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alfonso CA $183 CA $205 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/66ef3784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/7dd4826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/91512114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1890000/1887700/1887650/20bcb6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Roy Beach Inn Winter Haven 7.0/10 Good (979) "Love this place, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PATRICIA CA $113 CA $127 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Roy-Beach-Inn.h1887650.Hotel-Information) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/71d67783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/fda6d33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/e9fdf4e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8800/8718/24439804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Winter Haven FL Winter Haven 6.8/10 (1012) "Room was very clean and great shower " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $119 CA $133 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Howard-Johnson-By-Wyndham-Winter-Haven-FL.h8718.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/4bd8799c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/b230cac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/a11ad9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staybridge Suites Winter Haven Auburndale by IHG Winter Haven 9.8/10 Exceptional (606) "The property was clean and the staff was nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolette CA $189 CA $212 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/961c6be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/98ca7231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/56573fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93532600/93532553/ce928403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn Winter Haven 10/10 Exceptional (3) "We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $217 CA $526 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Lovely-Lakefront-Home-W-Grill-7-Mi-To-Legoland.h93532553.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/6887a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/1d7e29a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/a7d343f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301943/3f53f763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn Winter Haven 10/10 Exceptional (2) "Just what we needed for a weekend trip with our grandsons for the weekend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine B. CA $161 CA $391 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Sweet-Cottage-5-Mi-To-Legoland-05-Mi-To-Dwntwn.h109301943.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a66b5fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/4549c4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/a2866d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Living area](https://images.trvl-media.com/lodging/33000000/32740000/32732600/32732561/9828479e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Ida Beach Resort Winter Haven 7.4/10 Good (181) "This room served my needs well. I enjoyed the full kitchen and bathtub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rafael CA $105 CA $118 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Winter-Haven-Hotels-Lake-Ida-Beach-Resort.h32732561.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) ![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) ![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) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/eeab406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Specials! Perfect Couple Oasis! Pet Friendly, 2 Beds Winter Haven 10/10 Exceptional (2) "Everything was spotless, fresh,bright and cheerful. Perfect yard for dog ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john e. CA $121 CA $312 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/41f09c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/4d2e3d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/5af1b204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ad804664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool and Hot tub-near Legoland, Disney, Theme parks Winter Haven 9.8/10 Exceptional (34) "We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harper B. CA $177 CA $460 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/3f2914a7.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/37000000/36870000/36863800/36863729/89eaec5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/86323ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/557b9613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*3/2\*GorgeousNEWLakeHome2AceLoc\*4mi\*LEGOLAND\*1724 Winter Haven 9.4/10 Exceptional (62) "A pleasant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andeelynn D. CA $175 CA $397 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information) ![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/018b394c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 3 Bedrooms, Garden View | Living area](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/3e620084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/9650f692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116470200/116470105/0fd93fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BlockHaven near Legoland & Disney Winter Haven CA $68 CA $332 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Winter-Haven-Hotels-BlockHaven-Near-Legoland-Disney.h116470105.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301947/887502c6.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) ### Getaway Clubhouse 5 mil Legoland & .5 mil Downtown 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 $175 CA $434 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Winter-Haven-Hotels-Getaway-Clubhouse-5-Mil-Legoland-5-Mil-Downtown.h109301947.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8c514172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/f22367fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/8b2d5008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301941/e03c9727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Unique cozy studio Winter Haven 10/10 Exceptional (1) "Cool little place, love the outdoor private patio.Very close to everything downtown" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cory M. CA $112 CA $257 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Unique-Cozy-Studio.h109301941.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) ![Exterior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/3fafbeea.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) ![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) ### The Old Haven - An Enduring Piece of Nostalgia Winter Haven 9.6/10 Exceptional (8) "Cozy place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel T. CA $168 CA $417 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.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=2025-11-02&endDate=2025-11-03®ionId=7464&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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-Guest-Houses.d7464-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Haven-Guest-Houses.d7464-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winter Haven Hotel Reviews ## Find out more about Winter Haven ## Winter Haven Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [B&B in Auburndale](https://www.expedia.ca/Auburndale-Bed-And-Breakfast.d6048255-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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