Title: Holiday Rentals Chesapeake Beach from £220: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Chesapeake Beach Travel Guide](https://expedia.co.uk/Chesapeake-Beach.dx88967)[Hotels in Chesapeake Beach](https://expedia.co.uk/Chesapeake-Beach-Hotels.d88967.Travel-Guide-Hotels)[Flights to Chesapeake Beach](https://expedia.co.uk/Cheap-Flights-To-Chesapeake-Beach.d88967.Travel-Guide-Flights)[Chesapeake Beach Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesapeake-Beach.d88967.Car-Hire-Guide)[Chesapeake Beach Holidays](https://expedia.co.uk/Chesapeake-Beach.d88967.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/a9547e3e3a06984ae8df1712c3d277fb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ronanne Vinson # Search Holiday Rentals in Chesapeake Beach - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Tonight [6 Nov - 7 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2025-11-06&endDate=2025-11-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [7 Nov - 8 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2025-11-07&endDate=2025-11-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Chesapeake Beach ![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/aab800be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/ae401628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/081bdf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Front, Bay View, Fishing, chesapeake,Family Getaway Chesapeake Beach 9.0/10 Wonderful (6) "This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff B. £343 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Chesapeake-Beach-Hotels-Beach-Front-Chesapeake-Views-Family-Getaway.h96341595.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/60e252be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/a4a9eedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/d7bd9b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/8fd48299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway, Dock Your Boat & Play! Edgewater 10/10 Exceptional (3) "Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel K. £244 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Edgewater-Hotels-Waterfront-Getaway.h96305189.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/99582f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/b482bb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/12356e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax on Kent Island in 3 Bedroom Home w/Waterview Stevensville 9.8/10 Exceptional (41) "This is a great place for a small family and friends' weekend reunion." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul G. £220 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109450000/109441700/109441651/3d607d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109450000/109441700/109441651/b413d45b.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/110000000/109450000/109441700/109441651/c8581751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109450000/109441700/109441651/798bc57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD Port Republic 9.4/10 Exceptional (6) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry R. £138 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Cozy-Centrally-Located-Studio-With-WiFi-And-AC-In-Delightful-Port-Republic.h109441651.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/07d26e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/9130ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/0e96ebfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! King Bed & Free Beach Passes North Beach 10/10 Exceptional (16) "We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. £279 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/aabd7b99.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) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/a336c972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. Owings 10/10 Exceptional (48) "Lovely property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa W. £200 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Close-To-North-Chesapeake-Beach.h71116837.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) ![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) ![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. 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. £210 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/North-Beach-Hotels-Charming-2-Bedroom-1-Bath-Cottage-With-AC.h114309947.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/4d65add6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/c3524691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/49fd9b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Retreat in Cambridge! Cambridge 10/10 Exceptional (49) "Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Woobum H. £313 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/aaa820d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d0edf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/520df554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/67700a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants North Beach 10/10 Exceptional (30) "Perfect place to spend quality time with our three adult children and their significant others. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malarkey F. £352 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/5eca3b46_edited_e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/0100abcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/8aaef683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/10e31f36_edited_f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side Shady Side 10/10 Exceptional (4) "Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark E. £334 includes taxes & fees 7 Nov - 8 Nov [](https://www.expedia.co.uk/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/36d81978.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. Benedict 9.0/10 Wonderful (6) "Sophia the host is super attentive and responsive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mayela £234 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/66cb2e16.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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114590000/114588600/114588502/f693ddcd.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) ### #2 Egret Cottage Harris Cove Saint Michaels 10/10 Exceptional (1) £301 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/St-Michaels-Hotels-2-Egret-Cottage-Harris-Cove.h114588502.Hotel-Information) ![Sun-loungers](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/b6a8273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/42c55f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/573d8c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/f7c493ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage Located on the Patuxent River! Prince Frederick 10/10 Exceptional (42) "Nice and quiet beautiful cottage. A+ communication and a gem. 10/10 will stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chris W. £248 includes taxes & fees 7 Nov - 8 Nov [](https://www.expedia.co.uk/Prince-Frederick-Hotels-Cottage-Located-On-The-Patuxent-River.h37269068.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/93cefa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8b5db833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/0a7737a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/639ad145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach Arundel on the Bay 9.8/10 Exceptional (11) "Very clean - well equipped - perfect for our relaxing weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris J. £378 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/27a8090f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/dc6a2b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/697fbff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/w1200h799x0y1-55bb08bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Gem: Stylish and Cozy Annapolis 10/10 Exceptional (2) "Clean and nicely decorated. Did not realize it was a basement unit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy B. £380 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/f08880e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/f8485bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/w2047h1365x0y0-070a1442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/c9912697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Retreat - 7 mins from downtown Annapolis! Hillsmere 10/10 Exceptional (4) "Great house in cute neighborhood. Thanks for a very comfortable stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul C. £428 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/c4666ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/9c416c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/2f835d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/5bfc424e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 3-bedroom townhome with AC in Waldorf Waldorf 10/10 Exceptional (1) "When we walked in, the host had the dining room table set nicely. We thought, "Wow, this place is fancy." We enjoyed the ping pong table and plenty of rooms for our family gathering. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith A. £261 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Waldorf-Hotels-Welcoming-3-Bedroom-Townhome-With-AC-In-Waldorf.h119245196.Hotel-Information) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/d04c7b73.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) ![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/dcb17a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi Stevensville 10/10 Exceptional (6) "This VRBO was very clean. Since it is a fairly new addition to VRBO, we thought it could use a little more info, like a portfolio with the combination to the bike locks, where to go to eat and visit, etc. Also, the only coffeemaker was a Keurig and we didn’t bring any K-cups. The 4 of us had a nice 50th Anniversary long weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon M. £693 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/fcc4baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/0b964f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8 Cambridge 10/10 Exceptional (14) "very serene, peaceful home on the bay! Amazing getaway! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill C. £426 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) ![TV, books, offices](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/5550ff75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/444cf8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/1e7a25cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/6067372d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holly Hill Haven - Sleeps 10 Edgewater 10/10 Exceptional (3) "Only thing is I would better stock the kitchen. Other than that NO COMPLAINTS! Great location, great clean and comfortable home to host thanksgiving " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany B. £399 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Edgewater-Hotels-Escape-To-Our-Beautifully-Renovated-Home-In-The-Heart-Of-The-Scenic-Mayo-Peninsula.h105392845.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=2025-11-20&endDate=2025-11-21®ionId=88967&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%2FChesapeake-Beach-Holiday-Rentals.d88967.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Beach-Holiday-Rentals.d88967.Travel-Guide-HolidayRentals) ## Top Chesapeake Beach Hotel Reviews ![Candlewood Suites Annapolis by IHG](//images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9088c5e1_y.jpg) ### Candlewood Suites Annapolis by IHG 10/10 Excellent "Great pricing and service " [](https://expedia.co.uk/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "Staff and property are awesome!" [](https://expedia.co.uk/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Holiday Inn Express Waldorf by IHG](//images.trvl-media.com/lodging/1000000/30000/25500/25493/9a1d7d08_y.jpg) ### Holiday Inn Express Waldorf by IHG 10/10 Excellent "The clean room, the staff’s professional attitude, the amenities and the excellent breakfast!!" [](https://expedia.co.uk/Waldorf-Hotels-Holiday-Inn-Express-Waldorf.h25493.Hotel-Information) ![Spark by Hilton Waldorf](//images.trvl-media.com/lodging/1000000/30000/26400/26379/abeb45bb_y.jpg) ### Spark by Hilton Waldorf 10/10 Excellent "Yes" [](https://expedia.co.uk/Waldorf-Hotels-Spark-By-Hilton-Waldorf.h26379.Hotel-Information) ![Econo Lodge Andrews Air Force Base](//images.trvl-media.com/lodging/1000000/30000/20400/20372/c9584ffd_y.jpg) ### Econo Lodge Andrews Air Force Base 10/10 Excellent "This isn't a five-star hotel, so keep looking if that is what you are looking for. The staff is friendly, courteous, responsive, polite, and kind. The room was clean and the hotel is conveniently located close enough to DC, shopping, food, and gas in the immediate surrounding. I would definitely stay there again." [](https://expedia.co.uk/Waldorf-Hotels-Econo-Lodge-Andrews-Air-Force-Base.h20372.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 10/10 Excellent "Breakfast was good " [](https://expedia.co.uk/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Towneplace Suites by Marriott Clinton at Joint Base Andrews](//images.trvl-media.com/lodging/3000000/2310000/2308600/2308579/eb7a3f7b_y.jpg) ### Towneplace Suites by Marriott Clinton at Joint Base Andrews 10/10 Excellent "staff are very good. I prefer room with sofa not just one chair" [](https://expedia.co.uk/Waldorf-Hotels-Towneplace-Suites-By-Marriott-Clinton-At-Joint-Base-Andrews.h2308579.Hotel-Information) ![The Wildset](//images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg) ### The Wildset 10/10 Excellent "We loved the FRESH (and free) breakfast. The room was great. Liked the big shower and having our own entrance. The vibe/atmosphere at the Ruse was great. Good customer service/friendly staff." [](https://expedia.co.uk/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Inn at Perry Cabin](//images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg) ### Inn at Perry Cabin 10/10 Excellent "Friendly and attentive staff, good cleaning services" [](https://expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ## Find out more about Chesapeake Beach **Everything you need to know about** **Chesapeake Beach** **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 Chesapeake Beach 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 Chesapeake Beach holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chesapeake Beach holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chesapeake Beach. 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 Chesapeake Beach 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 Chesapeake Beach holiday rentals we have selected for you start as low as £220 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chesapeake Beach rentals** At Expedia, we put the best Chesapeake Beach 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 Chesapeake Beach 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 Chesapeake Beach 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 Chesapeake Beach. 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 - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find a holiday rental in Chesapeake Beach? > Yes, there are holiday rentals in Chesapeake Beach close to Chesapeake Beach Water Park, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Chesapeake Beach is known for its spas and beaches. While you're here, grab a bite or have a drink at the restaurants. ### What are some of the best holiday rentals that Chesapeake Beach has to offer? > [Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub](https://www.expedia.co.uk/Spacious-5-Bedroom-Waterfront-Oasis-With-Private-Dock.h84356021.Hotel-Information): This holiday home rental outside of Chesapeake Beach is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday. ### How many holiday rentals will I find in Chesapeake Beach? > With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesapeake Beach stay. ### What’s there to see and do in Chesapeake Beach? > Family-friendly attractions include Chesapeake Beach Water Park and Chesapeake Beach Railway Museum, whereas Breezy Point Beach and Chesapeake Bay are a couple of great spots to enjoy the outdoors. Other places in town to visit include Rod n Reel Charter Fishing and Bruce Gabrielson's Surf Art Gallery and Museum. ### What’s a holiday rental in Chesapeake Beach like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesapeake Beach. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for small groups. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)