Title: Winter Springs Guest Houses from CA $240 | Expedia.ca [Winter Springs Travel Guide](https://expedia.ca/Winter-Springs.dx6360415)[Hotels in Winter Springs](https://expedia.ca/Winter-Springs-Hotels.d6360415.Travel-Guide-Hotels)[Vacation Rentals in Winter Springs](https://expedia.ca/Winter-Springs-Vacation-Rentals.d6360415.Travel-Guide-VacationRentals)[Things to do in Winter Springs](https://expedia.ca/Things-To-Do-In-Winter-Springs.d6360415.Travel-Guide-Activities)[Winter Springs Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Springs.d6360415.Car-Rental-Guide)[Winter Springs Vacation Packages](https://expedia.ca/Winter-Springs.d6360415.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/50aeb8cdc64235a6e27af43d8f24bf70.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Moraca # Search Guest Houses in Winter Springs from CA $240 ![](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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Springs Guest Houses ![Exterior](https://images.trvl-media.com/lodging/9000000/8450000/8444600/8444522/946a8f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Double Room | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8450000/8444600/8444522/bac8e44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Double Room](https://images.trvl-media.com/lodging/9000000/8450000/8444600/8444522/1a44bbdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/9000000/8450000/8444600/8444522/c4d7f30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ann Stevens House Lake Helen 9.4/10 Exceptional (156) "We had a lovely time here!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Regina CA $223 CA $250 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/DeLand-Hotels-The-Ann-Stevens-House.h8444522.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/88091df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/9d3aafbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/84f97ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/aff7b581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Lake Eola Historic House 1 OR 2 BED Downtown Orlando 8.8/10 Excellent (31) "Good stay everything that we wanted was in walking distance and it was comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas E. CA $119 CA $240 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/4a5ba30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/eb10fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/1f721d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/3a229cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake Lake Weldona 10/10 Exceptional (49) "Super charming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $200 CA $482 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/69b416fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/a753674b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/e316b85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/7e7bbbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic lakefront guesthouse Orlando 10/10 Exceptional (8) "Had ana amazing time! The owner is very responsive and the place was a total vibe " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan O. CA $113 CA $364 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.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=2025-11-08&endDate=2025-11-09®ionId=6360415&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-Springs-Guest-Houses.d6360415-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Springs-Guest-Houses.d6360415-aaGuestHouses.Travel-Guide-Accommodation) ## Top Winter Springs Hotel Reviews ![La Quinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr](//images.trvl-media.com/lodging/1000000/210000/202700/202659/w3837h2572x3y3-d9548385_y.jpg) ### La Quinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr 10/10 Excellent "Your front desk staff was supurb. They went out of their way to make sure I had what I needed for my company. " [](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-I-DriveConv-Ctr.h202659.Hotel-Information) ![Orlando International Drive North Hotel](//images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg) ### Orlando International Drive North Hotel 10/10 Excellent "This hotel was a very nice place to stay. Excellent customer service! Very friendly staff. The room was very clean as was the pool. I was hopin" [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Embassy Suites by Hilton Orlando International Dr Conv Ctr](//images.trvl-media.com/lodging/1000000/10000/7000/6905/c015e5a9_y.jpg) ### Embassy Suites by Hilton Orlando International Dr Conv Ctr 10/10 Excellent "Cook to order breakfast " [](https://expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-International-Dr-Conv-Ctr.h6905.Hotel-Information) ![Country Inn & Suites by Radisson, Orlando Airport, FL](//images.trvl-media.com/lodging/1000000/890000/886500/886475/7e9eff3c_y.jpg) ### Country Inn & Suites by Radisson, Orlando Airport, FL 10/10 Excellent "Great budget option with a decent free breakfast and free shuttle to the airport. Didn't interact with staff much but they were friendly when we did." [](https://expedia.ca/Orlando-Hotels-Country-Inn-Suites-By-Radisson.h886475.Hotel-Information) ![Rosen Shingle Creek](//images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672_y.jpg) ### Rosen Shingle Creek 10/10 Excellent "Excellent " [](https://expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Hyatt House Orlando International Drive](//images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/3e7928e2_y.jpg) ### Hyatt House Orlando International Drive 10/10 Excellent "Nice room, very clean and great location" [](https://expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](//images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "As much as I would have loved to have had breakfast.I did not because the child in the next room which the doors were like.Paper woke me up at five a m. The coffee maker didn't work in my room. And therefore, I didn't have time for breakfast. I was too irritated at that point. The room was very clean and wonderful.Had it not been for the paper thin walls and the child waking me up.I would have had a nice quiet evening" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "The staff were amazing! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Hampton Inn & Suites Orlando Intl Dr N](//images.trvl-media.com/lodging/1000000/910000/904800/904781/081c4ef9_y.jpg) ### Hampton Inn & Suites Orlando Intl Dr N 10/10 Excellent "We were highly satisfied with the hotel, particularly appreciating the courtesy and exceptional helpfulness of the staff." [](https://expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-International-Drive-North.h904781.Hotel-Information) ## Find out more about Winter Springs ## Winter Springs Guest Houses information | Number of reviews | 243 | | --- | --- | | Accommodation | 24 Guest Houses | | Lowest Price | CA $240 | | Highest Price | CA $482 | ## Frequently asked questions ### What is the nightly rate for a guest house in Winter Springs? > Rates for Winter Springs guest houses vary, but travelers can find great-value prices from CA $240 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winter Springs guest houses tend to be higher. Remember to also use our filters to sort prices from low to high. ### What's the difference between a Winter Springs guest house and a B&B? > A guest house in Winter Springs is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Aparthotels in Casselberry](https://www.expedia.ca/Casselberry-Apart-Hotels.d87214-aaApartHotels.Travel-Guide-Accommodation) - [Hostels in Casselberry](https://www.expedia.ca/Casselberry-Hostels.d87214-aaHostels.Travel-Guide-Accommodation) - [Cheap Hotels in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Cheap-Hotels.0-0-d87214-tCheapHotels.Travel-Guide-Filter-Hotels) - 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