Title: Holiday Rentals Caroline County from £122: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Caroline County Hotels](https://expedia.co.uk/Destinations-In-Caroline-County.d553248635976434148.Hotel-Destinations)[Caroline County Car Hire](https://expedia.co.uk/Destinations-In-Caroline-County.d553248635976434148.Car-Hire-Destinations)[Caroline County Holidays](https://expedia.co.uk/Caroline-County.d553248635976434148.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/49aeb39d1297aa325883028ae03bfba2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Caroline County ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Caroline County Accommodation: Most Popular Cities to Stay ![](https://mediaim.expedia.com/destination/1/e656c6eefce865189ec0da2e321c8605.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Preston [](https://expedia.co.uk/Preston-Holiday-Rentals.d3000440824.Travel-Guide-HolidayRentals) ## Top Holiday Rentals in Caroline County ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/c5bdec51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/10a98dfd.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) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/0d1878e3.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 (120) "We once again enjoyed our stay here. Perfect location to every where you’d want to go in St. Michael’s! Loved sitting out front looking at the water and park and enjoying music from our front yard. Highly recommend this cottage." [](https://www.expedia.co.uk/St-Michaels-Hotels-John-Bruff-Waterview-Cottage-On-Harbor-And-On-Park-In-Town-St-Michaels.h32562385.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/51cd6ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/9ab957a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/1792ceb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/b3c1fc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina Cambridge 9.6/10 Exceptional (15) "Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. " £266 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-608c1c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-bea6e8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-8b0bbec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-75aef492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cass-N-Reel Luxury Houseboat Grasonville 10/10 Exceptional (38) "We really enjoyed our stay. Looking forward to staying again!" [](https://www.expedia.co.uk/Grasonville-Hotels-Cass-N-Reel-Luxury-Houseboat.h94672644.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/47c309cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/c472e480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/4d3b692f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/14b0b3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Everything House Saint Michaels 10/10 Exceptional (83) "Clean and nice place to stay" [](https://www.expedia.co.uk/St-Michaels-Hotels-Walk-To-Everything-House.h57931801.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/954f8aa1.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34583000/34582947/3b8e0d12.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 (187) "Excellent accommodations. Comfortable, good location.One way you could improve is to furnish wash cloths and hand towels. " [](https://www.expedia.co.uk/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/34000000/33510000/33506200/33506110/1dc9ddc9.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) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/c5d1df22.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 (257) "It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. " [](https://www.expedia.co.uk/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/d6394886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c8bcbd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c261da12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/cdb20515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock Cambridge 9.8/10 Exceptional (7) "Great House " [](https://www.expedia.co.uk/Cambridge-Hotels-NEW-Gorgeous-Waterfront-Estate-In-Cambridge-Md.h89179147.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61590000/61585600/61585503/31813fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61590000/61585600/61585503/b09248c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61590000/61585600/61585503/e6532040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585600/61585503/8a18018c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dollhouse in Central Historic St Michaels St Michaels 9.6/10 Exceptional (54) "This is a lovely historic home that is close to town. It's nicely decorated, has a screened deck out back, and makes for a comfortable stay." [](https://www.expedia.co.uk/St-Michaels-Hotels-Dollhouse-In-Central-Historic-St-Michaels.h61585503.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/afb6f363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/f9c952d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/580dc6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Woolford 9.8/10 Exceptional (74) "We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we... [](https://www.expedia.co.uk/Woolford-Hotels-Newer-Luxury-Waterfront-Beach.h33549150.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82950000/82943900/82943888/7d8af0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/83000000/82950000/82943900/82943888/c0d26cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82950000/82943900/82943888/b541b7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82943900/82943888/d807abc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Flat in the Heart of St. Michaels – Walk Everywhere Saint Michaels 10/10 Exceptional (49) "We had a wonderful weekend get away. Location is perfect to take advantage of the main restaurants and shopping in St. Michael’s." [](https://www.expedia.co.uk/St-Michaels-Hotels-The-Heart-Of-St-Michaels-Awaits.h82943888.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67330000/67326000/67325935/ac0c320c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67330000/67326000/67325935/9b1c6ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67330000/67326000/67325935/dc11b11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67330000/67326000/67325935/69201425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters Frederica 9.8/10 Exceptional (99) "This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. " [](https://www.expedia.co.uk/Dover-Hotels-Captains-Quarters.h67325935.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/e2c769bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/25d629df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/w1920h3058x0y162-7ccbc3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/222bc55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac Easton 10/10 Exceptional (93) "Beautiful home in a quiet community. " [](https://www.expedia.co.uk/Easton-Hotels-Beautiful.h22516965.Hotel-Information) ![Private beach](https://images.trvl-media.com/lodging/93000000/92610000/92607300/92607228/caba515d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/93000000/92610000/92607300/92607228/275e7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92607300/92607228/c387167f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92607300/92607228/b49e7cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access Sherwood 10/10 Exceptional (16) "Gorgeous views and location. " [](https://www.expedia.co.uk/Sherwood-Hotels-Time-Stands-Still.h92607228.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/cb8b4409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/60a789b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/5dbbfb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112760000/112759100/112759073/5697af89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poe Themed Home Close to Beaches and DE Turf Milford 10/10 Exceptional (4) "Comfortable beds, meticulous details of EA Poe throughout, walking distance to adorable Dolce’ for coffee and pastries, and lovely Milford charm are a few of the outstanding qualities of this home away from home. " £212 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Milford-Hotels-Poe-Themed-Home-Close-To-Beaches-And-DE-Turf.h112759073.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/7dc8015a.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) ![Exterior](https://images.trvl-media.com/lodging/33000000/32600000/32590200/32590170/831e4185.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) ### 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. " [](https://www.expedia.co.uk/St-Michaels-Hotels-Location.h32590170.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/4ec52bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/ad4965a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/bc027eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/42f3eb31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thorneton Point Estate Easton 9.6/10 Exceptional (20) "Beautiful, well-maintained property in a gorgeous waterside setting. " [](https://www.expedia.co.uk/Easton-Hotels-Thorneton-Point-Estate.h85383832.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/179041b8.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/3edd9bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34323900/34323855/3245ad2c.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 (143) "This is such a great house - perfect location. Very roomy and comfortable. The owner is super responsive as well. Highly recommend!" [](https://www.expedia.co.uk/St-Michaels-Hotels-Premier-St-Michaels-Cottage-T-Blades-House-Walk-To-Everything-In-Town.h34323855.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/0809820d.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) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/d6081e49.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 (11) "Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. " [](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96020000/96019000/96018976/aa91462e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96020000/96019000/96018976/e75b5c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96020000/96019000/96018976/89d91f57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96020000/96019000/96018976/fdfaf31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf! Frederica 10/10 Exceptional (25) "Nice stay… good family home…. Lots of sleeping accommodations…. A few steps from the beach!!!!! Great host!!!!!" [](https://www.expedia.co.uk/Frederica-Hotels-NEW-Bowers-Retreat-Sleeps-10-Steps-To-Beach-10-Minutes-To-DE-Turf.h96018976.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/b94b1ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/7c62e911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/fb9a7f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/38fa4ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife St. Michaels 9.8/10 Exceptional (43) "Wonderful home in excellent location!!" [](https://www.expedia.co.uk/St-Michaels-Hotels-Carpenter-Alley-Newly-Renovated-Cottage-In-Center-Of-Historic-St-Michaels.h48378570.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.co.uk/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11®ionId=553248635976434148&adults=2&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caroline-County.d553248635976434148.Holiday-Rental-Destinations)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Caroline-County.d553248635976434148.Holiday-Rental-Destinations) ## Top Caroline County Hotel Reviews ![Hyatt Place Kent Narrows & Marina](//images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "Great location and rooms. Great place!" [](https://expedia.co.uk/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.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 "Short n sweet & a good nights sleep" [](https://expedia.co.uk/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Days Inn by Wyndham Salisbury](//images.trvl-media.com/lodging/1000000/20000/16300/16257/3d6af3ed_y.jpg) ### Days Inn by Wyndham Salisbury 10/10 Excellent "I was satisfied with my room " [](https://expedia.co.uk/Salisbury-Hotels-Days-Inn-By-Wyndham-Salisbury.h16257.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/2000000/1840000/1831100/1831095/c1d84f60_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Close to everything " [](https://expedia.co.uk/Dover-Hotels-Comfort-Inn-Suites.h1831095.Hotel-Information) ![Hampton Inn Milford](//images.trvl-media.com/lodging/4000000/3650000/3645000/3644980/3ed7ec07_y.jpg) ### Hampton Inn Milford 10/10 Excellent "Signs need to be added at the entrances to indicate driveways. In addition lighting at entrances. We went out & came back at dusk & even though we had GPS it wasn’t easy to find entrances. Can’t imagine what it would be in the dark." [](https://expedia.co.uk/Dover-Hotels-Hampton-Inn-Milford.h3644980.Hotel-Information) ![Microtel Inn & Suites by Wyndham Dover](//images.trvl-media.com/lodging/2000000/1510000/1509700/1509695/b1bab4b1_y.jpg) ### Microtel Inn & Suites by Wyndham Dover 10/10 Excellent "Great " [](https://expedia.co.uk/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Dover.h1509695.Hotel-Information) ![Comfort Inn & Suites Milford](//images.trvl-media.com/lodging/2000000/1180000/1178300/1178282/2bacc227_y.jpg) ### Comfort Inn & Suites Milford 10/10 Excellent "Customer service was great. Clean rooms with comfortable beds and perfect water temperature for shower. Everything one would need in the room ie microwave, refrigerator and toiletry. Happy with our choice." [](https://expedia.co.uk/Dover-Hotels-Comfort-Inn-Suites.h1178282.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 "It had a unique layout for clothing; a computer desk, couch, reading lounge spot. " [](https://expedia.co.uk/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 "Beautiful place" [](https://expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Find out more about Caroline County **Everything you need to know about** **Caroline County** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caroline County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caroline County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.  **Caroline County holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Caroline County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caroline County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caroline County holiday rentals we have selected for you start as low as £122 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Caroline County rentals** At Expedia, we put the best Caroline County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Caroline County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caroline County holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caroline County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Popular Caroline County Cities - [Preston Holiday Rentals](https://expedia.co.uk/Preston-Holiday-Rentals.d3000440824.Travel-Guide-HolidayRentals)