Title: Longwood Guest Houses | Expedia.ca [Longwood Travel Guide](https://expedia.ca/Longwood.dx8394)[Hotels in Longwood](https://expedia.ca/Longwood-Hotels.d8394.Travel-Guide-Hotels)[Vacation Rentals in Longwood](https://expedia.ca/Longwood-Vacation-Rentals.d8394.Travel-Guide-VacationRentals)[Flights to Longwood](https://expedia.ca/Cheap-Flights-To-Longwood.d8394.Travel-Guide-Flights)[Longwood Car Rentals](https://expedia.ca/Car-Rentals-In-Longwood.d8394.Car-Rental-Guide)[Longwood Vacation Packages](https://expedia.ca/Longwood.d8394.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/0899852d997b65585d216a7cfa56df28.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kara Akers # Search Guest Houses in Longwood ![](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=8394&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=8394&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=8394&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=8394&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Longwood Guest Houses ![Front of property](https://images.trvl-media.com/lodging/75000000/74830000/74825500/74825452/621fd376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/75000000/74830000/74825500/74825452/f3ad1679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/75000000/74830000/74825500/74825452/edfa0775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/75000000/74830000/74825500/74825452/2673b716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin On The Lake Lake Helen 9.6/10 Exceptional (105) "Quaint, rustic bed and breakfast near Cassadaga, Deland, and several natural springs. The host was very friendly and we had a lovely time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $172 CA $229 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Lake-Helen-Hotels-Cabin-On-The-Lake.h74825452.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/6d64162b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking, Kitchen (Diamond) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/4d5b7463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, Non Smoking, Kitchen (Opal) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/2656da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished](https://images.trvl-media.com/lodging/16000000/15550000/15544700/15544681/a5285a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Heirloom Inn Mount Dora 8.8/10 Excellent (219) "Our second time staying at this property and we will be back again next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karey CA $132 CA $231 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/efe32808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Studio, Private Bathroom (Azalea Suite)](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/d626683e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/e278c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/392995ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Estate at Mount Dora Mount Dora 9.2/10 Wonderful (385) "The owners are very kind and responsive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $146 CA $199 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Leesburg-Hotels-Farnsworth-House-Bed-Breakfast.h6088891.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/36000000/35740000/35738700/35738680/1f721d78.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/36000000/35740000/35738700/35738680/43726a23.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) ### Mills Cottage by the Little Lake Lake Weldona 10/10 Exceptional (48) "Super charming " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucas CA $189 CA $467 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.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) ![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) ![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) ![Miscellaneous](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/w1440h945x0y6-0571883c.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 $88 CA $206 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.Hotel-Information) ![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) ![Gazebo](https://images.trvl-media.com/lodging/9000000/8450000/8444600/8444522/537abc35.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 $251 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/DeLand-Hotels-The-Ann-Stevens-House.h8444522.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) ![Interior](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/7e7bbbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/04807f02.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) ### 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 $136 CA $402 total includes taxes & fees Oct 29 - Oct 30 [](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=2025-11-02&endDate=2025-11-03®ionId=8394&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%2FLongwood-Guest-Houses.d8394-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongwood-Guest-Houses.d8394-aaGuestHouses.Travel-Guide-Accommodation) ## Top Longwood Hotel Reviews ## Find out more about Longwood ## Longwood Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Aparthotels in Altamonte Springs](https://www.expedia.ca/Altamonte-Springs-Apart-Hotels.d5965-aaApartHotels.Travel-Guide-Accommodation) - 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