Title: Caroline County Cottages from CA $535 | 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) # Search Caroline County Cottage Rentals from CA $535 ## Compare and save ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976434148&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cottages in Caroline County ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/0d1878e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/afb23ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/c9d30e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/9cea1d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels! Saint Michaels 9.6/10 Exceptional (122) "Always a great stay at the John Bruff house! Location is perfect, great view of the harbor and even saw a free concert in the park!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan K. [](https://www.expedia.ca/St-Michaels-Hotels-John-Bruff-Waterview-Cottage-On-Harbor-And-On-Park-In-Town-St-Michaels.h32562385.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/97767946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/40497eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/ce1c4da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98520000/98514500/98514456/1800b173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Point of View" Waterfront cottage with panoramic views on Tilghman Island Tilghman Island 10/10 Exceptional (14) "We had a wonderful stay at the Point of a View Cottage! The views are spectacular and we also enjoyed how easy it was to walk to places to eat and the local market. Recommendations for places to eat were spot on and also appreciated a message over the weekend notifying us of the local craft market held Sunday morning. Would love to come again one day! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer L. [](https://www.expedia.ca/Tilghman-Hotels-Waterfront-Cottage-With-Panoramic-Views-On-Tilghman-Island.h98514456.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/097fc415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/96b3a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/57f7d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/69000000/68690000/68690000/68689941/5a3521ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandma's Cottage Milford Delaware Milford 10/10 Exceptional (109) "Born and raised in this area. Just back to visit friends and family. Staying at grandmas cottage felt like just that. Thanks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robyn [](https://www.expedia.ca/Dover-Hotels-Grandmas-Cottage.h68689941.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347100/114347092/3014b084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114350000/114347100/114347092/0e5040fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347100/114347092/055e38f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114350000/114347100/114347092/f98c2955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills Wye Mills 9.0/10 Wonderful (4) "We had a great stay! Ryan was a great host, and the cottage was perfect for our needs. We would certainly stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. [](https://www.expedia.ca/Queenstown-Hotels-Charming-1BR-Cottage-W-WiFi.h114347092.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1394ef03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/1c66bbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/0fa1b011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19450000/19447700/19447633/f7cccf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Waterfront Cottage Near St Michaels, Maryland Wittman 9.8/10 Exceptional (235) "Beautiful property! Fully stocked with everything you could possibly need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia D. [](https://www.expedia.ca/Wittman-Hotels-Relaxing-Waterfront-Cottage-Near-St-Michaels.h19447633.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/91bc10a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/1a21e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/0809820d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/8a60f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly) Cambridge 10/10 Exceptional (13) "Well equipped and super clean; great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve S. [](https://www.expedia.ca/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/24b8beb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/c6df8085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/0ffdd0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/2aaf171c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch Saint Michaels 9.8/10 Exceptional (191) "Very clean perfect location for St. Michael’s everything is walking distance from the house looking forward to coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank G. [](https://www.expedia.ca/St-Michaels-Hotels-Carpenter-St-Cottage-In-The-Heart-Of-St-Michaels-Village-Large-Screened-Porch.h34582947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/831e4185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/w1918h1438x2y2-4e4f3912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/w1919h1440x0y0-69f18a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/22b0e30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels St Michaels 9.6/10 Exceptional (124) "We had a wonderful stay. This was our second time staying here and we loved it. Very quay, cozy and clean. Everything as advertised. Location is perfect as it is a very walkable town. This place is right in the middle. The owner was very friendly, open and communicative. And I had a big surprise when we returned. My neck pillow I had forgotten and left it 2 years ago was still there sitting in a closet. We hope to return next year. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David W. [](https://www.expedia.ca/St-Michaels-Hotels-Location.h32590170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/3b8bf7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/d218431f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/9b477a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100220000/100216700/100216614/b7953577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE Tilghman Island 10/10 Exceptional (12) "Absolutely adorable cottage with a great yard to relax and enjoy the view. Fully stocked kitchen and had everything we could need. Tilghman island is adorable and the cottage is a quick drive to lovely St Michael’s. Really enjoyed our stay and would recommend, especially if you want to bring your dog! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie M. [](https://www.expedia.ca/Tilghman-Hotels-Artists.h100216614.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/203eb894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/w855h560x0y1-15e19946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/61fb83db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31540000/31539000/31538967/w534h354x0y1-21c3ae9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach! Cambridge 10/10 Exceptional (88) "Beautiful property in a great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre G. [](https://www.expedia.ca/Cambridge-Hotels-Cedar-Point-65-Acre-Waterfront-Family-Retreat-With-Pool-And-Sandy-Beach.h31538967.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/817adbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/5a44ca4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/1a2d3d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87800000/87798600/87798557/e20d37d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy, unique, historic registered cottage on the Corsica River! Centreville 10/10 Exceptional (6) "Lovely property, cool history beautiful decor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine C. [](https://www.expedia.ca/Centreville-Hotels-Cozy.h87798557.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/1dc9ddc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/b73afede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/438bfc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/d6f3062d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family and Pet-Friendly, Waterfront with Pier Cambridge 10/10 Exceptional (262) "This was an extension of our original 4-day stay. We had so much wonderful and fun time that we stayed an extra day. The owners Rob and Clarissa were the best host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia J. [](https://www.expedia.ca/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/3245ad2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/w1919h1439x0y0-289d79c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/7bfe15bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/691f4295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town St Michaels 9.6/10 Exceptional (145) "This is such a great house - perfect location. Very roomy and comfortable. The owner is super responsive as well. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maggie k. [](https://www.expedia.ca/St-Michaels-Hotels-Premier-St-Michaels-Cottage-T-Blades-House-Walk-To-Everything-In-Town.h34323855.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/361161dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/f46875bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/5e527d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/4e8dc08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront property with private boat ramp and new dock! Cambridge 9.2/10 Wonderful (17) "Wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mackenzie G. [](https://www.expedia.ca/Cambridge-Hotels-Waterfront-Property-With-Private-Boat-Ramp-And-New-Dock.h96966609.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/35f0af8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/435d8422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/f6847b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34580000/34579400/34579386/37bdadc4_edited_a2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Waterfront Cottage on 200 acre farm near Queenstown Centreville 10/10 Exceptional (105) "Great vacation. Relaxing and views are incredible. The host is amazing!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa S. [](https://www.expedia.ca/Centreville-Hotels-Secluded-Waterfront-Cottage-On-200-Acre-Farm-Near-Queenstown.h34579386.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/2d664df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/44c1bbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/bb3e86c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29627200/29627128/f2d8c78b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Middle Point Cabin in Saint Michaels Neavitt 9.8/10 Exceptional (54) "We had a great stay. The cottage is just like the pictures. Nice area…lots of things to do." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](https://www.expedia.ca/Neavitt-Hotels-The-Middle-Point-Cottage-At-Saint-Michaels.h29627128.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/76171167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/6128af6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/76dff7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76920000/76917200/76917181/99c0f5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Be persuaded to experience this vintage cottage by the Sassa Galena 9.2/10 Wonderful (11) "We had a nice stay! The house had everything we needed and was comfortable for our trip. Overall the place was in good shape and worked well for us." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen P. [](https://www.expedia.ca/Galena-Hotels-Be-Persuaded-To-Experience-This-Vintage-Cottage-By-The-Sassa.h76917181.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118270000/118267600/118267562/c3fe2e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118270000/118267600/118267562/8cfc1f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118270000/118267600/118267562/61e465d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118270000/118267600/118267562/f4260fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Getaway on 1/2 Acre w/ Deck in Georgetown Georgetown [](https://www.expedia.ca/Georgetown-Hotels-Getaway-On-12-Acre-W-Deck-In-Georgetown.h118267562.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/9887a15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/5ebed41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/763dbc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102570000/102567500/102567483/dd9e768d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! Trappe [](https://www.expedia.ca/Trappe-Hotels-Spacious-Trappe-Getaway-W-Outdoor-Pool-Gazebo.h102567483.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) ![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) ![Marina](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/66cb2e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/23711e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #2 Egret Cottage Harris Cove Saint Michaels 10/10 Exceptional (1) CA $363 CA $535 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/St-Michaels-Hotels-2-Egret-Cottage-Harris-Cove.h114588502.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=2025-11-14&endDate=2025-11-15®ionId=553248635976434148&adults=2&lodging=COTTAGE&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-Cottages.d553248635976434148-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCaroline-County-Cottages.d553248635976434148-aaCottages.Travel-Guide-Accommodation) ## Top Caroline County Hotel Reviews ![Hampton Inn Salisbury](//images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg) ### Hampton Inn Salisbury 10/10 Excellent "Overall great, 3rd time staying at this hotel." [](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.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 "Yes" [](https://expedia.ca/Rehoboth-Beach-Hotels-Tru-By-Hilton-Georgetown.h36247517.Hotel-Information) ![Hilton Garden Inn Dover](//images.trvl-media.com/lodging/3000000/2240000/2232400/2232384/eab21539_y.jpg) ### Hilton Garden Inn Dover 10/10 Excellent "Always love staying there its always nice" [](https://expedia.ca/Dover-Hotels-Hilton-Garden-Inn-Dover.h2232384.Hotel-Information) ![Microtel Inn & Suites by Wyndham Milford](//images.trvl-media.com/lodging/65000000/64920000/64916800/64916777/3f703075_y.jpg) ### Microtel Inn & Suites by Wyndham Milford 10/10 Excellent "Great" [](https://expedia.ca/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Milford.h64916777.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 "Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Springhill Suites By Marriott Frederica](//images.trvl-media.com/lodging/96000000/95070000/95062700/95062671/9f69013a_y.jpg) ### Springhill Suites By Marriott Frederica 10/10 Excellent "Excellent " [](https://expedia.ca/Frederica-Hotels-Springhill-Suites-By-Marriott-Frederica.h95062671.Hotel-Information) ![Bally's Dover Casino Resort](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "Everything was great always nice when i stay here" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Holiday Inn Express Hotel & Suites Dover by IHG](//images.trvl-media.com/lodging/1000000/600000/597800/597727/6d0ff772_y.jpg) ### Holiday Inn Express Hotel & Suites Dover by IHG 10/10 Excellent "Great hotel staff from front desk, custodial, housekeeping, breakfast staff..especially older African American Lady who handles breakfast Thursday and Friday mornings of our stay. Will definitely return." [](https://expedia.ca/Dover-Hotels-Holiday-Inn-Express-Hotel-Suites-Dover.h597727.Hotel-Information) ![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 "Safe area. Clean room, friendly staff, plenty of parking. " [](https://expedia.ca/Dover-Hotels-Red-Roof-Inn-Suites-Dover-Downtown.h887960.Hotel-Information) ## Find out more about Caroline County ## Caroline County Cottages information | Number of reviews | 1,325 | | --- | --- | | Accommodation | 66 Cottages | | Lowest Price | CA $535 | | Highest Price | CA $535 | ## 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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