Title: Chesapeake Beach Holiday Homes from £237: Search Holiday Homes in Chesapeake Beach | 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)[Holiday Rentals in Chesapeake Beach](https://expedia.co.uk/Chesapeake-Beach-Holiday-Rentals.d88967.Travel-Guide-HolidayRentals)[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) ![Aerial view of Chesapeake Beach marina with luxury sail boats, beach house apartments, fishing boats near the water park popular vacation spot for Washington residents in Calvery county Maryland](https://images.trvl-media.com/place/88967/88834884-dfa0-472f-8984-918630335b80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/88967/88834884-dfa0-472f-8984-918630335b80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=88967&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake Beach holiday homes ![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/b3688b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Front, Bay View, Fishing, chesapeake,Family Getaway [](https://www.expedia.co.uk/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information) Chesapeak beach 9.0/10 Wonderful (6 reviews) "Everything was great. The owner was extremely helpful. Couldn't ask for anything better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan P. £324 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cad4612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f2ba56b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f79dd58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cab7732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Ridge unit by Downtown Annapolis and Quiet Waters Park [](https://www.expedia.co.uk/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information) Annapolis 8.8/10 Excellent (3 reviews) "The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £356 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/80cf0fdf.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) ![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) ### Relax on Kent Island in a 4 Bedroom Home w/Waterview! [](https://www.expedia.co.uk/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information) Stevensville 9.8/10 Exceptional (43 reviews) "We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Supriya V. £237 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.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) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/28005d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/42bbbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/bf60932b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! King Bed & Free Beach Passes [](https://www.expedia.co.uk/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) North Beach 10/10 Exceptional (19 reviews) "Delightful one-night stay! Place was clean, quiet, convenient and very comfortable. Especially grateful that our beloved dog was welcomed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine D. £273 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/960e2739.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) ### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8 [](https://www.expedia.co.uk/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) Cambridge 10/10 Exceptional (14 reviews) "Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill C. £405 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/0806f7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4429fbeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4a570741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space. [](https://www.expedia.co.uk/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information) Prince Frederick 9.8/10 Exceptional (6 reviews) "Our family had a great stay. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen G. £310 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/35e98514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/825e8c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/c2958ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/5c5b72be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach [](https://www.expedia.co.uk/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) Arundel on the Bay 9.8/10 Exceptional (12 reviews) "Great communication with the host, easy check in.. nice property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry P. £445 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/a5cfb38f.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/97000000/96310000/96305200/96305193/b36dd134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Bungalow | Walk to Beach | Dog-Friendly [](https://www.expedia.co.uk/Edgewater-Hotels-London-Towne-Bungalow-WLoft-Walk-To-The-Beach.h96305193.Hotel-Information) Edgewater 9.2/10 Wonderful (5 reviews) "Very cute house. It was exactly what I was looking for. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Collin G. £355 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Edgewater-Hotels-London-Towne-Bungalow-WLoft-Walk-To-The-Beach.h96305193.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d0edf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/e5b3706d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/b40492dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/c0808af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants [](https://www.expedia.co.uk/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) North Beach 10/10 Exceptional (32 reviews) "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. £355 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/5aeb926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7d735d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/b10c421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/f8f86577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt! [](https://www.expedia.co.uk/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) Prince Frederick 10/10 Exceptional (10 reviews) "Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia M. £363 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/d00ee2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/48c7542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/9df6bc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/a72fcd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Retreat - 7 mins from downtown Annapolis! [](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) Hillsmere 10/10 Exceptional (6 reviews) "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. £396 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-f2a2d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1200h797x0y1-0a79f7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/d2005c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h798x1y1-faa90d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Cottage - West River Access and Views! [](https://www.expedia.co.uk/Shady-Side-Hotels-Sunset-Cottage-West-River-Access-And-Views.h122684164.Hotel-Information) Shady Side £339 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Shady-Side-Hotels-Sunset-Cottage-West-River-Access-And-Views.h122684164.Hotel-Information) ![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/e5e72f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/w1024h679x0y0-883313d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/a631d41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/672659cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Modern Farmhouse [](https://www.expedia.co.uk/Waldorf-Hotels-Tranquil-Modern-Farmhouse.h96845663.Hotel-Information) Waldorf 9.2/10 Wonderful (7 reviews) "This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) khaddija j. £452 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Waldorf-Hotels-Tranquil-Modern-Farmhouse.h96845663.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/76eea0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/f2ecb4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/6fe7f2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/99c8bbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Londontowne Home | Beach | 3BR [](https://www.expedia.co.uk/Edgewater-Hotels-New-Golden-Anchor-Retreat-Lux-Living.h110587715.Hotel-Information) Edgewater 10/10 Exceptional (2 reviews) "The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam A. £494 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Edgewater-Hotels-New-Golden-Anchor-Retreat-Lux-Living.h110587715.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/27d2b31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/579a60db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/f2b2e3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/aeeb7cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Mi to Show Place Arena: Quiet Townhome w/ Patio [](https://www.expedia.co.uk/Upper-Marlboro-Hotels-5-Mi-To-Show-Place-Arena-Quiet-Townhome-W-Patio.h124496773.Hotel-Information) Upper Marlboro £380 includes taxes & fees 17 Apr - 18 Apr [](https://www.expedia.co.uk/Upper-Marlboro-Hotels-5-Mi-To-Show-Place-Arena-Quiet-Townhome-W-Patio.h124496773.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/127000000/126730000/126724200/126724147/c0d521f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126730000/126724200/126724147/f06e3ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/127000000/126730000/126724200/126724147/8877e5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/127000000/126730000/126724200/126724147/4f2c365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3BR Annapolis sleeps 10 Private Deck, Parking [](https://www.expedia.co.uk/Annapolis-Hotels-Cozy-3BR-Annapolis-Sleeps-10-Private-Deck.h126724147.Hotel-Information) Annapolis £432 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Cozy-3BR-Annapolis-Sleeps-10-Private-Deck.h126724147.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/bb0aa611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/a76a3d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/ea0193b0_edited_5860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/29e71f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay . [](https://www.expedia.co.uk/Edgewater-Hotels-Charming-3-Bedroom-House-With-AC.h117289332.Hotel-Information) Edgewater 10/10 Exceptional (4 reviews) "Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MJ S. £260 includes taxes & fees 27 Mar - 28 Mar [](https://www.expedia.co.uk/Edgewater-Hotels-Charming-3-Bedroom-House-With-AC.h117289332.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/9f52ac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/41573385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/57cd3b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1BA Boutique Brick Beauty located in historic Eastport. [](https://www.expedia.co.uk/Annapolis-Hotels-2BR.h119717086.Hotel-Information) Eastport £326 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-2BR.h119717086.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/5bfc424e.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) ![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) ![TV](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/a7b3f619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 3-bedroom townhome with AC in Waldorf [](https://www.expedia.co.uk/Waldorf-Hotels-Welcoming-3-Bedroom-Townhome-With-AC-In-Waldorf.h119245196.Hotel-Information) Waldorf 7.6/10 Good (5 reviews) "Location was perfect and the pool/ping pong table made it more enjoyable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela h. £299 includes taxes & fees 26 Apr - 27 Apr [](https://www.expedia.co.uk/Waldorf-Hotels-Welcoming-3-Bedroom-Townhome-With-AC-In-Waldorf.h119245196.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/127000000/126030000/126022100/126022007/047bf108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/127000000/126030000/126022100/126022007/df0b3a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/127000000/126030000/126022100/126022007/f626e06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/127000000/126030000/126022100/126022007/5f895138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Stay Hottub and Pool [](https://www.expedia.co.uk/Upper-Marlboro-Hotels-Modern-Stay-Hottub-And-Pool.h126022007.Hotel-Information) Upper Marlboro £532 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Upper-Marlboro-Hotels-Modern-Stay-Hottub-And-Pool.h126022007.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=2026-04-09&endDate=2026-04-10®ionId=88967&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America®ionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America®ionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=HOUSE_BOAT) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America®ionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America®ionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America®ionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) ![](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-Private-Holiday-Homes.d88967-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Beach-Private-Holiday-Homes.d88967-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Chesapeake Beach Hotel Reviews ![Holiday Inn Express Waldorf by IHG](https://images.trvl-media.com/lodging/1000000/30000/25500/25493/9a1d7d08_y.jpg) ### Holiday Inn Express Waldorf by IHG 8/10 Good "Everything was fine. " [](https://expedia.co.uk/Waldorf-Hotels-Holiday-Inn-Express-Waldorf.h25493.Hotel-Information) ![Econo Lodge Andrews Air Force Base](https://images.trvl-media.com/lodging/1000000/30000/20400/20372/a41591ab_y.jpg) ### Econo Lodge Andrews Air Force Base 2/10 Terrible "Rooms were half cleaned. We checked in and 15 minutes later we checked out due to bed bugs in the bed and what appeared to be dried semen on the sheets. Hotel staff were very friendly. When I went to check out she finished my sentence and knew the reason we were leaving. " [](https://expedia.co.uk/Waldorf-Hotels-Econo-Lodge-Andrews-Air-Force-Base.h20372.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 8/10 Good "I was disappointed with their breakfast. We also had to pay for parking. Staff was nice. " [](https://expedia.co.uk/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Fairfield by Marriott Inn & Suites Clinton](https://images.trvl-media.com/lodging/1000000/20000/11400/11332/9c73520c_y.jpg) ### Fairfield by Marriott Inn & Suites Clinton 10/10 Excellent "Clean " [](https://expedia.co.uk/Waldorf-Hotels-Comfort-Inn-At-Joint-Base-Andrews.h11332.Hotel-Information) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "The room was clean, bed comfortable. " [](https://expedia.co.uk/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Sleep Inn & Suites Near Joint Base Andrews - Washington Area](https://images.trvl-media.com/lodging/3000000/2010000/2001600/2001534/747f7e62_y.jpg) ### Sleep Inn & Suites Near Joint Base Andrews - Washington Area 8/10 Good "All good " [](https://expedia.co.uk/Waldorf-Hotels-Sleep-Inn-Suites-Near-Joint-Base-Andrews-Washington-Area.h2001534.Hotel-Information) ![Wingate by Wyndham Waldorf/Washington DC Area](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503681/381d30be_y.jpg) ### Wingate by Wyndham Waldorf/Washington DC Area 8/10 Good "Yes" [](https://expedia.co.uk/Waldorf-Hotels-Baymont-By-Wyndham-Waldorf.h1503681.Hotel-Information) ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg) ### Rod 'N' Reel Resort 10/10 Excellent "We were very impressed! We can’t wait to come back during the warmer months! " [](https://expedia.co.uk/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Courtyard Marriott Waldorf](https://images.trvl-media.com/lodging/3000000/2310000/2301400/2301328/5e52a70b_y.jpg) ### Courtyard Marriott Waldorf 10/10 Excellent "Friendly, efficient staff, clean room, good price, nice fitness center." [](https://expedia.co.uk/Waldorf-Hotels-Courtyard-Marriott-Waldorf.h2301328.Hotel-Information) ## Find out more about Chesapeake Beach ## Chesapeake Beach Holiday Homes information | Number of reviews | 162 | | ----------------- | ----------------- | | Accommodation | 381 Holiday Homes | | Lowest Price | £237 | | Highest Price | £537 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Chesapeake Beach on Expedia.com ](https://www.expedia.com/Chesapeake-Beach-Private-Vacation-Homes.d88967-aaPrivateVacationHomes.Travel-Guide-Accommodation)