Title: Eastern Shore Cottages from CA $166 | Expedia.ca [Eastern Shore Travel Guide](https://expedia.ca/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore](https://expedia.ca/Eastern-Shore-Vacation-Rentals.d6025644.Travel-Guide-VacationRentals)[Flights to Eastern Shore](https://expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.ca/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.ca/Eastern-Shore.d6025644.Destination-Travel-Guides) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Eastern Shore Cottage Rentals from CA $166 - ![](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 In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore cottages ![Deluxe Cottage | View from room](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/1bb593a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/ec92938c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/cb3c9d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/61af76ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shore Point Cottages [](https://www.expedia.ca/Berlin-Hotels-Shore-Point-Cottages.h93175578.Hotel-Information) Berlin 9.4/10 Exceptional (303 reviews) "The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike CA $152 CA $193 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Berlin-Hotels-Shore-Point-Cottages.h93175578.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/f4275c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/6b15cd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/f77a72de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/9136da83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable cottage in gated community, 5 mins to OC and Assateague [](https://www.expedia.ca/Berlin-Hotels-Comfortable-Cottage-In-Gated-Community.h95260687.Hotel-Information) Assateague Pointe 9.8/10 Exceptional (43 reviews) "This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alecia C. CA $139 CA $446 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Berlin-Hotels-Comfortable-Cottage-In-Gated-Community.h95260687.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/4791e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/c1ae5468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/3618b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/8f79d270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quarry Landing - Center of Town & River View - 3 Bedroom [](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information) Port Deposit 10/10 Exceptional (11 reviews) "Was a great stay would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jerel p. CA $185 CA $292 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information) ![House (3 Bedrooms) | Outdoor dining](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/a4be5dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/031bdbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/2cc23088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/0efae4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6 Mi to Salisbury: Forest-view Sanctuary! [](https://www.expedia.ca/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information) Parsonsburg CA $128 CA $358 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/749d6e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/551931b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/90458507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/4dada2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. [](https://www.expedia.ca/Unique-Cottage-Built-In-The-1800s.h103796689.Hotel-Information) Port Deposit 10/10 Exceptional (34 reviews) "What a cozy place to stay! The best part was in the morning when you can see the beautiful morning sky from the bed in the loft, the sun eloquently shining in through the windows and the deer frolicking in the yard. Comfy beds and plenty of lighting, would love to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobbijo B. CA $244 CA $288 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Unique-Cottage-Built-In-The-1800s.h103796689.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/27852fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w640h423x0y16-2051c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-06b1b4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/9fb6935c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deal Island Bay Cottage [](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) Deal Island 9.6/10 Exceptional (58 reviews) "We got every year and stay here, it’s great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret H. CA $199 CA $366 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/c4e25542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/094fc880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/9f222576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/7a295dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Beach Cottage, (romantic couple’s getaway) [](https://www.expedia.ca/Perryville-Hotels-Long-Beach-Cottage.h105613889.Hotel-Information) Charlestown 10/10 Exceptional (4 reviews) "Loved the property and the decor. Very well done and luxurious!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisheva K. CA $396 CA $631 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Perryville-Hotels-Long-Beach-Cottage.h105613889.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-350049dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-414422dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-e0efb6c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-f666fabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandma’s Cottage will wrap around you like a warm hug [](https://www.expedia.ca/Betterton-Hotels-Grandmas-Cottage-Will-Wrap-Around-You-Like-A-Warm-Hug.h113586648.Hotel-Information) Betterton CA $313 CA $583 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Betterton-Hotels-Grandmas-Cottage-Will-Wrap-Around-You-Like-A-Warm-Hug.h113586648.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/7f38e3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/489a1c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/8d3f30a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/dcb17a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi [](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information) Stevensville 10/10 Exceptional (6 reviews) "Beautiful home. Very nice and quiet neighborhood on the water. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shannan t. CA $555 CA $1,228 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information) ![Palm Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/78e32203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, kayaking, fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/e71b74fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage | View from room](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/50c3bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Cottages [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) Downtown Chincoteague 9.8/10 Exceptional (498 reviews) "What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julie CA $147 CA $166 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-3c9c9ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1013h683x5y0-5da62d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/65528bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w509h683x258y0-5a07a91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Soul Oasis - home on the Chesapeake Bay [](https://www.expedia.ca/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information) Lusby 9.8/10 Exceptional (40 reviews) "Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel W. CA $157 CA $374 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/0cd74328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/4e90d424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/1b427d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/daa98d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heart of Amish Country - Paradise Cottage [](https://www.expedia.ca/Paradise-Hotels-Heart-Of-Amish-Country-Paradise-Cottage.h104311866.Hotel-Information) Paradise 10/10 Exceptional (44 reviews) "Very pleasant host, very clean and very comfortable beds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy P. CA $185 CA $379 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Paradise-Hotels-Heart-Of-Amish-Country-Paradise-Cottage.h104311866.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/dd91d557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/5273796c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/8b014b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/b9d7f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More! [](https://www.expedia.ca/Georgetown-Hotels-EXTRA-CLEAN-Private-Detached-In-Law-Suite-W-Free-WIFI.h71609167.Hotel-Information) Georgetown 9.8/10 Exceptional (47 reviews) "Clean roomNice salt water poolPeaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan W. CA $125 CA $284 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Georgetown-Hotels-EXTRA-CLEAN-Private-Detached-In-Law-Suite-W-Free-WIFI.h71609167.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110560000/110553100/110553066/d5fde131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110560000/110553100/110553066/aa5cdca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110560000/110553100/110553066/a6ee7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110560000/110553100/110553066/5c7724f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Mi to Downtown Baltimore: Quiet Home w/ Porch [](https://www.expedia.ca/Baltimore-Hotels-5-Mi-To-Downtown-Baltimore-Quiet-Home-W-Porch.h110553066.Hotel-Information) Rosedale 9.0/10 Wonderful (2 reviews) "It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy CA $221 CA $693 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Baltimore-Hotels-5-Mi-To-Downtown-Baltimore-Quiet-Home-W-Porch.h110553066.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/a75bb6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/10bef897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/488be20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/20610e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. [](https://www.expedia.ca/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) Owings 10/10 Exceptional (48 reviews) "We love this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan K. CA $231 CA $442 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/c810c11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/a1236bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/fc1fcaa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/cab4042d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Restful and Quaint Cottage [](https://www.expedia.ca/Conestoga-Hotels-Restful-And-Quaint-Cottage.h23777178.Hotel-Information) Conestoga 9.8/10 Exceptional (127 reviews) "We loved staying in this cottage. It is in a quiet location. Loved the hot tub. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $263 CA $481 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Conestoga-Hotels-Restful-And-Quaint-Cottage.h23777178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/63e9fddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/d111c47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/1233b0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/02fc5278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland [](https://www.expedia.ca/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information) Point Lookout 9.4/10 Exceptional (10 reviews) "The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam P. CA $179 CA $440 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/f0102f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/2cdef31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/8fc02420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/73a870a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Carriage House in the Heart of Kennett [](https://www.expedia.ca/Kennett-Square-Hotels-Charming-Carriage-House-In-The-Heart-Of-Kennett.h84517021.Hotel-Information) Kennett Square 10/10 Exceptional (39 reviews) "Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn M. CA $285 CA $616 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Kennett-Square-Hotels-Charming-Carriage-House-In-The-Heart-Of-Kennett.h84517021.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/a52717e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/c42f42d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/w1179h1552x0y10-4ae4c675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/d32606e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md. [](https://www.expedia.ca/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.Hotel-Information) North Beach 9.6/10 Exceptional (4 reviews) "Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jana S. CA $200 CA $410 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/df7451da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/b3cbb2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/89e18a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/d31a8fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch. [](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) Benedict 9.0/10 Wonderful (8 reviews) "The owner was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen CA $250 CA $416 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.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=2026-01-25&endDate=2026-01-26®ionId=6025644&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=CONDO) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=APARTMENT) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=HOUSE_BOAT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=CHALET) Residences [](https://www.expedia.ca/Hotel-Search?destination=Eastern+Shore%2C+Maryland%2C+United+States+of+America®ionId=6025644&latLong=38.659609%2C-75.860012&adults=2&startDate=2026-04-11&d1=2026-04-11&endDate=2026-04-14&d2=2026-04-14&lodging=RESIDENCE) ![](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%2FEastern-Shore-Cottages.d6025644-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FEastern-Shore-Cottages.d6025644-aaCottages.Travel-Guide-Accommodation) ## Top Eastern Shore Hotel Reviews ![Aloft Ocean City](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/1071ef56_y.jpg) ### Aloft Ocean City 10/10 Excellent "Clean,safe,and friendly staff." [](https://expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.Hotel-Information) ![Hampton Inn Elkton](https://images.trvl-media.com/lodging/1000000/900000/892600/892594/w3837h2560x3y0-5a15f523_y.jpg) ### Hampton Inn Elkton 10/10 Excellent "Very professional and nice people !" [](https://expedia.ca/Elkton-Hotels-Hampton-Inn-Elkton.h892594.Hotel-Information) ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "The front desk associate Liz was friendly and helpful. The property was clean and just overall a great experience." [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Holiday Inn & Suites Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "This is home away from home. It has everything you need, just bring yourself. Staff is always wonderful. Rooms are always clean. Always thanks to the cleaning service staff for the great job they do. " [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Hyatt Place Ocean City / Oceanfront](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d_y.jpg) ### Hyatt Place Ocean City / Oceanfront 10/10 Excellent "Seems like a clean hotel only problem I had was waiting for someone to come to desk to check in and out." [](https://expedia.ca/Ocean-City-Hotels-Hyatt-Place-Ocean-City-Oceanfront.h23511859.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "Great!" [](https://expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "Oh the staff was so loving i do appreciate them, and yes, the room was clean, nice, and comfortable. Ms Francis was excellent in her service and hospitality will visit again soon 100%" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Great Wolf Lodge Perryville](https://images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg) ### Great Wolf Lodge Perryville 10/10 Excellent "Me encantó es un lugar muy bonito para la familia en especial los niños" [](https://expedia.ca/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.Hotel-Information) ![Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab_y.jpg) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "The room was clean. In the bathroom looked like it had been recently renovated" [](https://expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ## Find out more about Eastern Shore ## Eastern Shore Cottages information | Number of reviews | 1,308 | | ----------------- | ----------- | | Accommodation | 61 Cottages | | Lowest Price | CA $166 | | Highest Price | CA $1,228 | ## Frequently asked questions ### How much do cottages in Eastern Shore cost? ### What are the best cottages in Eastern Shore? ### How many cottages are there in Eastern Shore? ### Are there any family-friendly cottages in Eastern Shore? ### Why book your cottage in Eastern Shore with Expedia? ### How can I find cheap cottages in Eastern Shore? ### What is there to do in Eastern Shore near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in St. Michaels ](https://www.expedia.ca/5Star-St-Michaels-Hotels.s50-0-d5940.Travel-Guide-Filter-Hotels) - 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