Title: Top Guest Houses in Talbot County in 2025 | Expedia.ca [Talbot County Hotels](https://expedia.ca/Destinations-In-Talbot-County.d553248635976433159.Hotel-Destinations)[Vacation Rentals in Talbot County](https://expedia.ca/Destinations-In-Talbot-County.d553248635976433159.Vacation-Rental-Destinations)[Talbot County Car Rentals](https://expedia.ca/Destinations-In-Talbot-County.d553248635976433159.Car-Rental-Destinations)[Talbot County Vacations](https://expedia.ca/Talbot-County.d553248635976433159.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/93a8a4718d8c1ff357cc5c85c98e48db.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Talbot 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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976433159&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976433159&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976433159&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976433159&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Talbot County ![](https://mediaim.expedia.com/destination/1/e708a2ddef7b36b18845a12b959447e3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. Michaels [](https://expedia.ca/St-Michaels-Guest-Houses.d5940-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/cdea9cfeb9448bee4366800709634e5a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Easton [](https://expedia.ca/Easton-Guest-Houses.d7120-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/1ca30351e4977f025892a59a71c86d66.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Tilghman [](https://expedia.ca/Tilghman-Guest-Houses.d166219-aaGuestHouses.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/93a8a4718d8c1ff357cc5c85c98e48db.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Oxford [](https://expedia.ca/Oxford-Guest-Houses.d142793-aaGuestHouses.Travel-Guide-Accommodation) ## Featured Guest Houses in Talbot 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) ![Premium bedding, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/fd509af6.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) ![Bicycling](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/34089169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandaway Suites & Beach Oxford 9.4/10 Exceptional (152) "Stunning property and a wonderful place to stay in Oxford. We will be back soon. " CA $344 CA $378 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Oxford-Hotels-Sandaway-Suites-Beach.h3503039.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/a73df53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/22ce1ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/77c094e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39370000/39367300/39367256/6ac89bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Life! Kent Island Waterfront with Pool-Bring your boat! Stevensville 10/10 Exceptional (197) "Wonderful house with great water access. Great place to relax and visit and recreate " [](https://www.expedia.ca/Stevensville-Hotels-Island-Life-Kent-Island-Waterfront-With-Pool-Bring-Your-Boat.h39367256.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101170000/101168900/101168894/5e6c9ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/102000000/101170000/101168900/101168894/307f6d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101170000/101168900/101168894/2582487d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101170000/101168900/101168894/f9bd711a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Retreat on Warehouse Creek - sleeps 6 Edgewater 10/10 Exceptional (29) "Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. " CA $227 CA $565 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Edgewater-Hotels-Riverview-Retreat-On-Warehouse-Creek.h101168894.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) ![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) ![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) ### Newly Renovated Guest House located in Oxford MD Oxford 9.8/10 Exceptional (24) "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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70530000/70529500/70529411/56dadc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70530000/70529500/70529411/768acedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70530000/70529500/70529411/bcc62e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70530000/70529500/70529411/4197ebac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden Cottage · Garden Cottage - Fire Pit and Grill near Beaches Lusby 10/10 Exceptional (30) "The property was clean, attractive, and comfortable. The property manager was responsive, proactive, and friendly. This property is perfect for those who are looking for a smaller but clean place to stay in a prime location. " [](https://www.expedia.ca/Lusby-Hotels-Garden-Cottage-Garden-Cottage-Fire-Pit-And-Grill-Near-Beaches.h70529411.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/998669fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo, computer monitors](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/8ac166df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/d36e561b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71421600/71421575/26c8dc5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis Annapolis 10/10 Exceptional (19) "Stayed with my daughters and couldn’t have been more comfortable. Home is conveniently located and as described. Owners were quick to respond and very friendly. Would definitely stay here again!" CA $245 CA $582 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Annapolis-Hotels-West-Annapolis-Hidden-Gem-75Mile-To-Navy-Stadium-1Mile-To-Downtown-Annapolis.h71421575.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/59000000/58940000/58938700/58938667/1d11415f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/59000000/58940000/58938700/58938667/4a8c7e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/59000000/58940000/58938700/58938667/82c00656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/58940000/58938700/58938667/54460bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calico Cottage Guest House Annapolis 10/10 Exceptional (9) "This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment." [](https://www.expedia.ca/Annapolis-Hotels-Calico-Cottage-Guest-House.h58938667.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=2025-10-14&endDate=2025-10-15®ionId=553248635976433159&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%2FTalbot-County-Guest-Houses.d553248635976433159-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTalbot-County-Guest-Houses.d553248635976433159-aaGuestHouses.Travel-Guide-Accommodation) ## Top Talbot County Hotel Reviews ![DoubleTree by Hilton Hotel Annapolis](//images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "Great stop for what we had planned in the area" [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.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 "Indoor and outdoor pools were very clean and nice " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![The Tidewater Inn](//images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/fc311cc7_y.jpg) ### The Tidewater Inn 10/10 Excellent "Parking free and easy. Located right in the center of a vibrant downtown area with lots of great places to eat, drink and shop" [](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Good" [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Crowne Plaza Annapolis by IHG](//images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg) ### Crowne Plaza Annapolis by IHG 10/10 Excellent "Clean room. Professional staff" [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent " evering" [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](//images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "Great staff, very helpful and welcoming!! Also location is great and very walkable to downtown area" [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Comfort Inn Conference Center](//images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg) ### Comfort Inn Conference Center 10/10 Excellent "Desk staff was SO friendly and helpful with suggestions on food, coffee, best travel routes in the area, etc. I felt recognized and welcomed as me, not just "another customer". " [](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![The Wildset](//images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg) ### The Wildset 10/10 Excellent "Absolutely perfect in all regards. A property to visit again and again!" [](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ## Find out more about Talbot County ## Talbot County Guest Houses information | Number of reviews | 458 | | --- | --- | | Accommodation | 7 Guest Houses | | Lowest Price | CA $378 | | Highest Price | CA $582 | ## 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) - [5 Star Hotels in St. Michaels](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - [Hotels near Avalon Theatre](https://www.expedia.ca/Avalon-Theatre-Hotels.0-l6286426-0.Travel-Guide-Filter-Hotels) - [Apartments in Bellevue](https://www.expedia.ca/Bellevue-Apartments.d553248635975867527-aaApartments.Travel-Guide-Accommodation) - 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[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) - [Cheap Hotels in Easton](https://www.expedia.ca/Easton-Hotels-Cheap-Hotels.0-0-d7120-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Easton](https://www.expedia.ca/Easton-Hotels-Luxury-Hotel.0-0-d7120-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Easton](https://www.expedia.ca/Easton-Hotels-Pet-Friendly-Hotel.0-0-d7120-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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