Title: Eastern Shore Cottages from CA $148 | 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 $148 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6025644&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select 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 Cottage | Living area](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/d9277216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/5e5f9a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | Private kitchen](https://images.trvl-media.com/lodging/94000000/93180000/93175600/93175578/0a12aaac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Berlin 9.4/10 Exceptional (299) "Was a great place to bring kids and dogs! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AMANDA CA $138 CA $176 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/9136da83.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) ![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/96000000/95270000/95260700/95260687/66b5d5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Assateague Pointe 9.8/10 Exceptional (43) "This is a beautiful clean modern home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni R. CA $126 CA $428 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Berlin-Hotels-Comfortable-Cottage-In-Gated-Community.h95260687.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/1342129a.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/def4b2f8.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) | Outdoor dining](https://images.trvl-media.com/lodging/114000000/113090000/113083200/113083132/a4be5dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Parsonsburg CA $129 CA $361 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/6-Mi-To-Salisbury-Forest-View-Sanctuary.h113083132.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) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/acf287f1.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) ![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) ### Cottage in Port Deposit 10/10 Exceptional (11) "Very clean, spacious, comfortable house. Would stay there again. Great communication with the hosts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney W. CA $187 CA $299 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/29a1f0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33650000/33646500/33646480/w1199h799x1y1-07e0b1b2.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) ![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) ### Cottage in Deal Island 9.6/10 Exceptional (57) "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 $201 CA $369 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Deal-Island-Hotels-Deal-Island-Bay-Cottage.h33646480.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/0a987fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/1747fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/a383ba52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/w907h683x58y0-01d62268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Port Deposit 10/10 Exceptional (30) "Wow such a wonderful place, clean, warm, and full of everything you need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oswaldo S. CA $246 CA $297 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Unique-Cottage-Built-In-The-1800s.h103796689.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/938d7ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/639bccd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/66cb2e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/d3c9fe4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Saint Michaels 10/10 Exceptional (1) [](https://www.expedia.ca/St-Michaels-Hotels-2-Egret-Cottage-Harris-Cove.h114588502.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/0d4a4309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/w1278h851x2y2-2ebae160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/ba6c2c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/a10af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Charlestown 10/10 Exceptional (4) "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 $369 CA $601 total includes taxes & fees Dec 3 - Dec 4 [](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) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-a7dcc44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-479799f8.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) ### Cottage in Betterton CA $316 CA $587 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Betterton-Hotels-Grandmas-Cottage-Will-Wrap-Around-You-Like-A-Warm-Hug.h113586648.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/fa37e440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/d98176c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/37ea1a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/3508a401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Stevensville 10/10 Exceptional (6) "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 $560 CA $1,241 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/804dccfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 | Living area](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/346dc7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/1cd80aeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Downtown Chincoteague 9.8/10 Exceptional (483) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $132 CA $148 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.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/111000000/110560000/110553100/110553066/932bee63.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/111000000/110560000/110553100/110553066/85be4b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Rosedale 10/10 Exceptional (1) CA $223 CA $699 total includes taxes & fees Dec 3 - Dec 4 [](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/72000000/71120000/71116900/71116837/117e79aa.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/72000000/71120000/71116900/71116837/10bef897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Owings 10/10 Exceptional (48) "We love this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan K. CA $156 CA $350 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/cab4042d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23777200/23777178/db39f844.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) ### Cottage in Conestoga 9.8/10 Exceptional (124) "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 $170 CA $366 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Conestoga-Hotels-Restful-And-Quaint-Cottage.h23777178.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) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-2c09c492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w779h683x123y0-d3a31295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1024h680x0y3-4e0ea738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lusby 9.8/10 Exceptional (37) "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 $175 CA $398 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/79103390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/5241c8c6.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) ![Living area](https://images.trvl-media.com/lodging/105000000/104320000/104311900/104311866/1b427d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Paradise 10/10 Exceptional (42) "We absolutely loved everything about our stay at Ruth Ann's charming home! The warm, welcoming home was just what we needed for our getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea S. CA $187 CA $382 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Paradise-Hotels-Heart-Of-Amish-Country-Paradise-Cottage.h104311866.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/3602dd40.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) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/68eb1ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84520000/84517100/84517021/f139b65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kennett Square 10/10 Exceptional (37) "I love the open space and excellent kitchen. The location is walking distance to all Kennett Square has to offer. The host is kind and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura D. CA $288 CA $626 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Kennett-Square-Hotels-Charming-Carriage-House-In-The-Heart-Of-Kennett.h84517021.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/36d81978.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) ![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) ### Cottage in Benedict 9.2/10 Wonderful (7) "The owner was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karen CA $252 CA $403 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/cc5fd859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/815550ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/f7a26fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57540000/57536100/57536075/7240b6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Up the Neck 9.4/10 Exceptional (137) "Nice and quiet spot on island, kind of away from the busy parts of island. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek W. CA $242 CA $475 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Chincoteague-Hotels-Cottage-W-Private-Creek.h57536075.Hotel-Information) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114310000/114310000/114309947/6b784e97.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) ### Cottage in North Beach 10/10 Exceptional (1) "Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgina P. CA $180 CA $388 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.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=2025-12-12&endDate=2025-12-13®ionId=6025644&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6025644) ![](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 ![Comfort Inn Ocean City Boardwalk](https://images.trvl-media.com/lodging/1000000/580000/570300/570278/51e3d9bd_y.jpg) ### Comfort Inn Ocean City Boardwalk 10/10 Excellent "Absolutely loved it" [](https://expedia.ca/Ocean-City-Hotels-Comfort-Inn-Boardwalk.h570278.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 "I love the room and the amenities!!! The remodeling is awesome!!!" [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "I like location of the property. The staff were excellent. The room has a nice triangle tub. I enjoyed at the location. " [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.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 "There’s a beautiful entrance leading to a pretty lobby. Directly on the ocean with beautiful beautiful views. Everyone who works there has a smile on their face is pleasant and helpful. The breakfast was great. All of the pools were clean and maintained. The property appears a little bit older, but everything was spotless and the entire area appears a little bit older- like any beachfront community." [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Great amenities, excellent spa and service, friendly staff and great food." [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Fenwick Inn](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "Clean room, nice staff, and vista rooftop restaurant was amazing " [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Red Roof Inn Perryville](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg) ### Red Roof Inn Perryville 10/10 Excellent "." [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Cambria Hotel Ocean City - Bayfront](https://images.trvl-media.com/lodging/47000000/46190000/46182800/46182729/3b0eebe6_y.jpg) ### Cambria Hotel Ocean City - Bayfront 10/10 Excellent "The room was spotless and ghd staff was fantastic! " [](https://expedia.ca/Ocean-City-Hotels-Cambria-Hotel-Ocean-City-Bayfront.h46182729.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 "Room spotless. Staff very friendly. We stay there when in OC." [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ## Find out more about Eastern Shore ## Eastern Shore Cottages information | Number of reviews | 1,347 | | --- | --- | | Accommodation | 40 Cottages | | Lowest Price | CA $148 | | Highest Price | CA $1,241 | ## Frequently asked questions ### How much do cottages in Eastern Shore cost? > Prepare to pay between CA $148 and CA $1,241 per night for cottages in Eastern Shore. No matter your budget, a fantastic stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best cottages in Eastern Shore? > Eastern Shore offers multiple cottages with a total average guest review rating of 9.7. Planning a trip to Ocean City? Travellers prefer [Frontier Town Campground](https://www.expedia.ca/Ocean-City-Hotels-Frontier-Town-Campground.h19125071.Hotel-Information), a 2-star property with a swimming pool and a barbecue grill. Another top pick where you can escape the hustle and bustle is [103 79th Street 3 Bedroom Cottage By Redawning](https://www.expedia.ca/Ocean-City-Hotels-103-79th-Street-3-Bedroom-Cottage.h15689825.Hotel-Information). It has a 3-star rating and amenities such as a nearby beach and a patio. ### How many cottages are there in Eastern Shore? > Take your pick of 40 cottages in Eastern Shore. Whether you're traveling with the whole family, as a couple or with a group of workmates, Expedia will help you find the perfect space. ### Are there any family-friendly cottages in Eastern Shore? > There sure are. Whether it's in one of Eastern Shore's bustling cities or way out in the wilderness, the unique charm of a cottage is ideal for family fun. If Ocean City is your destination, book a stay at [Frontier Town Campground](https://www.expedia.ca/Ocean-City-Hotels-Frontier-Town-Campground.h19125071.Hotel-Information). This 2-star option features a playground and clothes washing facilities. Another great choice is [103 79th Street 3 Bedroom Cottage By Redawning](https://www.expedia.ca/Ocean-City-Hotels-103-79th-Street-3-Bedroom-Cottage.h15689825.Hotel-Information). Also in Ocean City, this family-friendly cottage has a 3-star rating and includes clothes washing facilities and WiFi. After you've unpacked your luggage, it's time to discover the best of Ocean City. Look forward to memorable moments together at family-friendly attractions like [Ocean City Beach](https://www.expedia.ca/Ocean-City-Beach-North-Ocean-City.d6075473.Vacation-Attraction) and [Jolly Roger Amusement Park](https://www.expedia.ca/Jolly-Roger-Amusement-Park-Midtown-Ocean-City.d6166993.Vacation-Attraction). ### Why book your cottage in Eastern Shore with Expedia? > Booking a cottage in Eastern Shore is as easy as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature amenities like a kitchenette, Expedia has something for all traveler tastes. As for unbeatable deals? We've have them as well! ### How can I find cheap cottages in Eastern Shore? > The quickest way to score cheap cottages in Eastern Shore is with Expedia's filter tool. Narrow your search by budget, star rating and amenities to snag awesome rates in a couple of clicks. ### What is there to do in Eastern Shore near my cottage? > The best accessory to take on your Eastern Shore vacation is a good itinerary! [Jolly Roger at the Pier](https://www.expedia.ca/Jolly-Roger-At-The-Pier-Ocean-City.d553248621592457169.Vacation-Attraction), [Inlet Park](https://www.expedia.ca/Inlet-Park-Ocean-City.d6289842.Vacation-Attraction) and [Ember's Island Miniature Golf](https://www.expedia.ca/Embers-Island-Miniature-Golf-Ocean-City.d6288659.Vacation-Attraction) are some of the most popular sights if you're heading to Ocean City. Salisbury also has plenty of superb attractions, such as [Poplar Hill Mansion](https://www.expedia.ca/Poplar-Hill-Mansion-Salisbury.d6289320.Vacation-Attraction). Want to explore more? Visit [Pemberton Historical Park](https://www.expedia.ca/Pemberton-Historical-Park-Salisbury.d6289839.Vacation-Attraction) and [Ward Museum of Wildfowl Art](https://www.expedia.ca/Ward-Museum-Of-Wildfowl-Art-Salisbury.d6203772.Vacation-Attraction) too. ## 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) - [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) - [Condo Rentals in Bellevue](https://www.expedia.ca/Bellevue-Condos.d553248635975867527-aaCondos.Travel-Guide-Accommodation) - [Motels in Bellevue](https://www.expedia.ca/Bellevue-Motels.d553248635975867527-aaMotels.Travel-Guide-Accommodation) - [Bozman Hotels](https://www.expedia.ca/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - 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