Title: Longwood Guest Houses from CA $174 | 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) ![Early morning canoeing.](https://images.trvl-media.com/place/8394/1d1c0581-097f-4b44-b33c-a3cdf52b3557.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kara Akers # Search Guest Houses in Longwood from CA $174 - ![](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 [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=8394&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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 [](https://www.expedia.ca/Lake-Helen-Hotels-Cabin-On-The-Lake.h74825452.Hotel-Information) Lake Helen 9.6/10 Exceptional (111) "Room was clean and spacious. Not much to do at the house but many nearby attractions. Friendly staff member and a typical continental breakfast. Quiet location to rest for the night. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BARBARA CA $166 CA $221 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Lake-Helen-Hotels-Cabin-On-The-Lake.h74825452.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) ![Deluxe Studio, Private Bathroom (The Willow) | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/84cd778d.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) ![Exterior](https://images.trvl-media.com/lodging/7000000/6090000/6088900/6088891/e278c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Estate at Mount Dora [](https://www.expedia.ca/Leesburg-Hotels-Farnsworth-House-Bed-Breakfast.h6088891.Hotel-Information) Mount Dora 9.2/10 Wonderful (389) "The location is convenient to the downtown area. There was plenty of parking available. The rooms were nicely appointed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $142 CA $194 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Leesburg-Hotels-Farnsworth-House-Bed-Breakfast.h6088891.Hotel-Information) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/3e54cee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/191009dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/e1d9f003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23710000/23708700/23708648/ce7e00be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Lake Eola Historic House 1 OR 2 BED [](https://www.expedia.ca/Orlando-Hotels-1-2-Bedroom-Cottage-Apartment-Across-From-Lake-Eola-Downtown.h23708648.Hotel-Information) Downtown Orlando 9.0/10 Wonderful (36) "We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra CA $80 CA $194 total includes taxes & fees Jan 13 - Jan 14, 2026 [](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/123000000/122440000/122434000/122433979/f5c7cc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/f00f3645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/32b6dd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/123000000/122440000/122434000/122433979/ff8f1340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Nest Studio nearby highways and Airport [](https://www.expedia.ca/Orlando-Hotels-Love-Nest-Studio-Nearby-Highways-And-Airport.h122433979.Hotel-Information) Orlando CA $64 CA $174 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Orlando-Hotels-Love-Nest-Studio-Nearby-Highways-And-Airport.h122433979.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) ![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) ![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) ### The Heirloom Inn [](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.Hotel-Information) Mount Dora 8.8/10 Excellent (228) "Our suite was impeccably clean, and quiet. Parking was easy. We enjoyed our stay and we’ll be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $146 CA $245 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Leesburg-Hotels-The-Heirloom-Inn.h15544681.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35740000/35738700/35738680/1f721d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mills Cottage by the Little Lake [](https://www.expedia.ca/Orlando-Hotels-Mills-Cottage-On-Small-Lake.h35738680.Hotel-Information) Lake Weldona 10/10 Exceptional (49) "Beautiful property with excellent amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis E. CA $202 CA $479 total includes taxes & fees Jan 6 - Jan 7, 2026 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87810000/87802200/87802118/a753674b.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 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.Hotel-Information) Orlando 10/10 Exceptional (10) "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 $144 CA $399 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Villa-With-Lake-Views.h87802118.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) ![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) ### The Ann Stevens House [](https://www.expedia.ca/DeLand-Hotels-The-Ann-Stevens-House.h8444522.Hotel-Information) Lake Helen 9.4/10 Exceptional (162) "This house is wonderful and the management makes the stay memorable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenda CA $217 CA $245 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/DeLand-Hotels-The-Ann-Stevens-House.h8444522.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=2026-01-13&endDate=2026-01-14®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 ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg) ### Hyatt Regency Orlando International Airport 10/10 Excellent "As always, staff were helpful and welcoming. The room was spotless, king size bed was comfortable and all the amenities you could need. " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Embassy Suites by Hilton Orlando International Dr Conv Ctr](https://images.trvl-media.com/lodging/1000000/10000/7000/6905/c015e5a9_y.jpg) ### Embassy Suites by Hilton Orlando International Dr Conv Ctr 10/10 Excellent "Great " [](https://expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-International-Dr-Conv-Ctr.h6905.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando Downtown](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/cdfd5651_y.jpg) ### DoubleTree by Hilton Hotel Orlando Downtown 10/10 Excellent "Staff was very helpful and friendly! Rooms were spacious and location is great! We walked to restaurants and the surrounding area is nice! Would definitely stay again. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Downtown.h10565.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "Clean room, helpful staff. " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Very happy with my stay. Meals a bit costly; but tariffs may have that effect." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Friendly staff, helpful. " [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](https://images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "Although we had to change rooms during our salary (due to our shower leaking onto another floor) we LOVED this resort. We stayed 12/21-12/26) weather was perfect, high 70’s all week. Would definitely recommend and definitely will be back. The convenience of hopping on the bus (which runs quite frequently) was huge! " [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) ![Wyndham Garden Orlando Airport](https://images.trvl-media.com/lodging/69000000/68500000/68496700/68496636/a30f18d6_y.jpg) ### Wyndham Garden Orlando Airport 10/10 Excellent "Very spacious quiet clean room. Great value!" [](https://expedia.ca/Orlando-Hotels-Wyndham-Garden-Orlando-Airport.h68496636.Hotel-Information) ![Tru By Hilton Orlando Convention Center Area, FL](https://images.trvl-media.com/lodging/48000000/47050000/47041400/47041344/a264c3e2_y.jpg) ### Tru By Hilton Orlando Convention Center Area, FL 10/10 Excellent "Everything was great!" [](https://expedia.ca/Orlando-Hotels-Tru-By-Hilton-Orlando-Convention-Center-Area.h47041344.Hotel-Information) ## Find out more about Longwood ## Longwood Guest Houses information | Number of reviews | 952 | | ----------------- | --------------- | | Accommodation | 27 Guest Houses | | Lowest Price | CA $174 | | Highest Price | CA $479 | ## 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) - [Guest Houses in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Guest-Houses.d5965-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Resort-Hotels.d5965-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Altamonte Springs ](https://www.expedia.ca/Altamonte-Springs-Townhomes.d5965-aaTownhomes.Travel-Guide-Accommodation) - 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