Title: Top Guest Houses in Caroline County in 2025 | Expedia.ca [Caroline County Hotels](https://expedia.ca/Destinations-In-Caroline-County.d553248635976434148.Hotel-Destinations)[Vacation Rentals in Caroline County](https://expedia.ca/Destinations-In-Caroline-County.d553248635976434148.Vacation-Rental-Destinations)[Caroline County Car Rentals](https://expedia.ca/Destinations-In-Caroline-County.d553248635976434148.Car-Rental-Destinations)[Caroline County Vacations](https://expedia.ca/Caroline-County.d553248635976434148.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/49aeb39d1297aa325883028ae03bfba2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Caroline County ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Guest Houses in Caroline County ![Private beach, sun loungers, kayaking, fishing](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/c47b7f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/34089169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/34a34000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ecotours](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/85f828fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandaway Suites & Beach Oxford 9.4/10 Exceptional (153) "VERY pleasant stay at Sandaway! " [](https://www.expedia.ca/Oxford-Hotels-Sandaway-Suites-Beach.h3503039.Hotel-Information) ![Shared Dormitory, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/78000000/77880000/77878500/77878404/b9311fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared Dormitory, 1 Bedroom](https://images.trvl-media.com/lodging/78000000/77880000/77878500/77878404/w2035h2725x13y6-9f896cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared Dormitory, 1 Bedroom](https://images.trvl-media.com/lodging/78000000/77880000/77878500/77878404/0ab54faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared Dormitory, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/78000000/77880000/77878500/77878404/09d37f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room-yellow Rm Dover- Del State, Bayheal Dover [](https://www.expedia.ca/Dover-Hotels-Yellow-Rm-Dover-Del-State.h77878404.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94680000/94672000/94671939/83279e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94680000/94672000/94671939/06c0a749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94680000/94672000/94671939/a54fa945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/95000000/94680000/94672000/94671939/89905c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Guest House located in Oxford MD Oxford 9.8/10 Exceptional (25) "Quaint and quiet stay in picturesque Oxford, MD!" [](https://www.expedia.ca/Oxford-Hotels-Newly-Renovated-Guest-House-Located-In-Oxford-MD.h94671939.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=2025-10-23&endDate=2025-10-24®ionId=553248635976434148&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%2FCaroline-County-Guest-Houses.d553248635976434148-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCaroline-County-Guest-Houses.d553248635976434148-aaGuestHouses.Travel-Guide-Accommodation) ## Top Caroline County Hotel Reviews ![Red Roof Inn & Suites Dover Downtown](//images.trvl-media.com/lodging/1000000/890000/888000/887960/473c4e31_y.jpg) ### Red Roof Inn & Suites Dover Downtown 10/10 Excellent "This was a great stay for my wife and me. The staff at the Red Roof Inn were very accommodating." [](https://expedia.ca/Dover-Hotels-Red-Roof-Inn-Suites-Dover-Downtown.h887960.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Room was clean, Staff was very friendly and welcoming. " [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Tru by Hilton Georgetown](//images.trvl-media.com/lodging/37000000/36250000/36247600/36247517/43c13260_y.jpg) ### Tru by Hilton Georgetown 10/10 Excellent "Excellent everything. Breakfast was awesome. Never saw a pancake or yogurt makers like that. Nicely decorated. Clean." [](https://expedia.ca/Rehoboth-Beach-Hotels-Tru-By-Hilton-Georgetown.h36247517.Hotel-Information) ![Hampton Inn Milford](//images.trvl-media.com/lodging/4000000/3650000/3645000/3644980/3ed7ec07_y.jpg) ### Hampton Inn Milford 10/10 Excellent "Great place" [](https://expedia.ca/Dover-Hotels-Hampton-Inn-Milford.h3644980.Hotel-Information) ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Hyatt regency is more like a Hyatt place … fewer people working , in room dining is in paper boxes with plastic cutlery , but still regency pricing . But excellent pet policy and everyone so kind to pets " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hampton Inn Salisbury](//images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg) ### Hampton Inn Salisbury 10/10 Excellent "Clean and updated " [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information) ![Courtyard by Marriott Salisbury](//images.trvl-media.com/lodging/2000000/1440000/1438800/1438753/2ce71ae5_y.jpg) ### Courtyard by Marriott Salisbury 10/10 Excellent "Hotel was great! Everything felt modern except the bathroom, but fully functional. Quick stay for a baseball tournament but we’d definitely come back! " [](https://expedia.ca/Salisbury-Hotels-Courtyard-Marriott-Salisbury.h1438753.Hotel-Information) ![Rodeway Inn Milford](//images.trvl-media.com/lodging/24000000/23380000/23379000/23378962/1b4b76d0_y.jpg) ### Rodeway Inn Milford 10/10 Excellent "I liked the quiet area " [](https://expedia.ca/Dover-Hotels-Rodeway-Inn.h23378962.Hotel-Information) ![Hyatt Place Kent Narrows & Marina](//images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "Everything was fantastic." [](https://expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ## Find out more about Caroline County ## Caroline County Guest Houses information | Number of reviews | 177 | | --- | --- | | Accommodation | 3 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Eastern Shore](https://www.expedia.ca/4Star-Eastern-Shore-Hotels.s40-0-d6025644.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Eastern Shore](https://www.expedia.ca/5Star-Eastern-Shore-Hotels.s50-0-d6025644.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) - [Centreville Hotels](https://www.expedia.ca/Centreville-Hotels.d88125.Travel-Guide-Hotels) - [B&B in Cordova](https://www.expedia.ca/Cordova-Bed-And-Breakfast.d3000440540-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Eastern Shore Hotels](https://www.expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels) - [Inns in Eastern Shore](https://www.expedia.ca/Eastern-Shore-Inns.d6025644-aaInns.Travel-Guide-Accommodation) - [Motels in Eastern Shore](https://www.expedia.ca/Eastern-Shore-Motels.d6025644-aaMotels.Travel-Guide-Accommodation) - [Resorts in Eastern Shore](https://www.expedia.ca/Eastern-Shore-Resort-Hotels.d6025644-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Eastern Shore](https://www.expedia.ca/Eastern-Shore-Townhomes.d6025644-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Easton](https://www.expedia.ca/Easton-Agritourism.d7120-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Easton](https://www.expedia.ca/Easton-Bed-And-Breakfast.d7120-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Easton](https://www.expedia.ca/Easton-Hotels-Beach-Hotel.0-0-d7120-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Easton](https://www.expedia.ca/Easton-Hotels-Boutique-Hotel.0-0-d7120-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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[Wye Mills Hotels](https://www.expedia.ca/Wye-Mills-Hotels.d6359185.Travel-Guide-Hotels) - [Flights to Eastern Shore](https://www.expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights) - [Flights from Preston](https://www.expedia.ca/lp/flights/3000440824/flights-from-preston) - [Flights from Queen Anne](https://www.expedia.ca/lp/flights/553248634998599471/flights-from-queen-anne) - [Flights from Wye Mills](https://www.expedia.ca/lp/flights/6359185/flights-from-wye-mills) - [Flights from Allentown (ABE) to Easton (ESN)](https://www.expedia.ca/lp/flights/abe/esn/allentown-to-easton) - [Flights from Cincinnati (CVG) to Easton (ESN)](https://www.expedia.ca/lp/flights/cvg/esn/cincinnati-to-easton) - [Flights from Washington (DCA) to Easton (ESN)](https://www.expedia.ca/lp/flights/dca/esn/washington-to-easton) - [Flights from Dallas (DFW) to Easton (ESN)](https://www.expedia.ca/lp/flights/dfw/esn/dallas-to-easton) - [Flights from New York (JFK) to Easton (ESN)](https://www.expedia.ca/lp/flights/jfk/esn/new-york-to-easton) - [Flights from Los Angeles (LAX) to Easton (ESN)](https://www.expedia.ca/lp/flights/lax/esn/los-angeles-to-easton) - [Flights from West Palm Beach (PBI) to Easton (ESN)](https://www.expedia.ca/lp/flights/pbi/esn/west-palm-beach-to-easton) - [Eastern Shore Vacations](https://www.expedia.ca/Eastern-Shore.d6025644.Destination-Travel-Guides) - [Visit Eastern Shore](https://www.expedia.ca/Eastern-Shore.dx6025644) - [Visit Easton](https://www.expedia.ca/Easton.dx7120) - [Wye Landing](https://www.expedia.ca/Wye-Landing-Wye-Mills.d553248621532662354.Vacation-Attraction) - [Avis Rental Cars in Easton](https://www.expedia.ca/Avis-Car-Rentals-In-Easton.d7120-c41.Car-Rental-Guide-Suppliers) - [Car rental Denton](https://www.expedia.ca/Car-Rentals-In-Denton.d6048051.Car-Rental-Guide) - [Car rentals near Eastern Shore](https://www.expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide) - [Rental cars Easton - Newnam airport](https://www.expedia.ca/Car-Rentals-In-Easton-Newnam.d6027707.Car-Rental-Guide) - [Car rental Easton](https://www.expedia.ca/Car-Rentals-In-Easton.d7120.Car-Rental-Guide) - [Car rental Preston](https://www.expedia.ca/Car-Rentals-In-Preston.d3000440824.Car-Rental-Guide) - [Enterprise Rental Cars in Eastern Shore](https://www.expedia.ca/Enterprise-Car-Rentals-In-Eastern-Shore.d6025644-c15.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Eastern Shore](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Eastern-Shore.d6025644-c33.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Eastern Shore](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Eastern-Shore.d6025644-c45.Car-Rental-Guide-Suppliers) - [Centreville Vacation Rentals](https://www.expedia.ca/Centreville-Vacation-Rentals.d88125.Travel-Guide-VacationRentals) - [Eastern Shore Vacation Rentals](https://www.expedia.ca/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals) - [Easton Vacation Rentals](https://www.expedia.ca/Easton-Vacation-Rentals.d7120.Travel-Guide-VacationRentals) - 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