Title: Chesapeake City Vacation Home Rentals from CA $185: Search Top Private Vacation Homes for Rent | Expedia.ca [Chesapeake City Travel Guide](https://expedia.ca/Chesapeake-City.dx177517)[Hotels in Chesapeake City](https://expedia.ca/Chesapeake-City-Hotels.d177517.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake City](https://expedia.ca/Chesapeake-City-Vacation-Rentals.d177517.Travel-Guide-VacationRentals)[Chesapeake City Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-City.d177517.Car-Rental-Guide)[Chesapeake City Vacation Packages](https://expedia.ca/Chesapeake-City.d177517.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/e5339e46db4549e34269a4efbbde50f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chesapeake City Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=177517&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesapeake City Vacation Homes ![1 bedroom](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w905h683x59y0-61b1dcc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-68e9d507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x60y0-661a042e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100710000/100705000/100704954/w906h683x59y0-5188d62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Rustic Camping with AC and King Bed Elkton 9.6/10 Exceptional (5) "The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property." CA $112 CA $226 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Elkton-Hotels-Luxury-Camping-King-Bed-Sustainable-Farm.h100704954.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/18d6321f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/20ce08b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/0546835a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108950000/108949400/108949308/4517abd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi Wilmington CA $250 CA $353 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Wilmington-Hotels-New-Construction-3-Bedroom-Townhome-3-Queens-Beds-With-Central-AC-And-WiFi-W.h108949308.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/9e219ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/90d481f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/aef32f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/5762a162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in the woods with your own private pool - 4 BR house that sleeps up to 12. Havre de Grace 9.8/10 Exceptional (6) "This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future" CA $720 CA $1,378 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Havre-De-Grace-Hotels-4-Bedroom-House-In-Charming-Havre-De-Grace-With-A-Pool.h111937258.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/486e2c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/f7e495e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/1d5b64eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120870000/120860100/120860058/fd260ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room #4 in Elkton, MD – Easy Access to I-95 Elkton CA $107 CA $173 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Elkton-Hotels-Room-4-In-Elkton.h120860058.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/16ba850a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/d72c7004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/ea458b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/cf1f41aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck Elkton 8.6/10 Excellent (8) "Nice and quiet place to stay" CA $188 CA $396 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/cf034cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/76b495fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/a9ce192e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/86c67d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Modern house with a full kitchen and parking Smyrna 9.8/10 Exceptional (8) "The house is a beautiful place to stay. The location was ideal for going to attractions and stores. " CA $251 CA $490 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69380000/69373800/69373739/61672356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69380000/69373800/69373739/161688b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69380000/69373800/69373739/e903e6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69380000/69373800/69373739/3cd68f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware Newark 10/10 Exceptional (3) "Enjoyed our stay." CA $226 CA $419 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Newark-Hotels-Cozy-Home-In-Newark-DE.h69373739.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/a50b6381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/d70e7239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/3f80d242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113430000/113422000/113421999/57d37015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes Elkton 10/10 Exceptional (1) "The house was clean and a nice place. The kitchen was nice. " CA $188 CA $476 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Elkton-Hotels-Family-Friendly-4BR-Home-In-Elkton-AC.h113421999.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/7547a43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/3db48e82.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/80000000/79880000/79873400/79873394/2c0b46e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/80000000/79880000/79873400/79873394/28a3908e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE Newark 9.8/10 Exceptional (19) "Clean and comfortable stay in quiet neighborhood! Communication with the host was pleasant and prompt." CA $270 CA $465 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Newark-Hotels-Townhome-Within-Serene-Setting-Minutes-Away-From-Christiana-Mall.h79873394.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/a74bc652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/5d85decf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/bfb65b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120310000/120300600/120300555/95daa66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Cool Place to Stay in Wilmington DE Wilmington CA $117 CA $185 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Wilmington-Hotels-A-Cool-Place-To-Stay-In-Wilmington-DE.h120300555.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/2128b93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7bb18c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7a413e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7d6d0051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Tide Haven Suite Kent County CA $315 CA $373 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120880000/120876500/120876401/4ec2874f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120880000/120876500/120876401/addb7bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120880000/120876500/120876401/819cd64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/121000000/120880000/120876500/120876401/77c7a67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3rd floor Large bedroom inside townhome Elkton CA $488 CA $666 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Elkton-Hotels-Charming-3rd-Floor-Large-Bedroom-Inside-Townhome.h120876401.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/9afad3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/2270818e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/d8312b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115840000/115836600/115836595/ed9d7a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern and Cozy Home in Bel Air with a Home Office and Fireplace Bel Air 10/10 Exceptional (3) "The house was even better than I anticipated! It was very clean, quiet and comfy. The beds were amazing and we got the best nights sleep! Location was perfect for Ripken Experience. The owner was very helpful and quick to respond to my messages. " CA $294 CA $423 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bel-Air-Hotels-Modern-And-Cozy-Home-In-Bel-Air-With-A-Home-Office-And-Fireplace.h115836595.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/ea0930dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/e227d316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112920000/112913500/112913470/ded66cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi Pennsville Township CA $279 CA $440 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pennsville-Hotels-Charming-3-Bedroom-House-In-Wonderful-Pennsville-Township-With-AC.h112913470.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/5535e808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/c3a4247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/2ece3609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/03e12ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5-bedroom vacation home 5 minutes from historic Charlestown Perryville 9.8/10 Exceptional (145) "Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group." CA $451 CA $845 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/b4035dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/4b78eb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/c08d4f3a_edited_6e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116240000/116236700/116236613/a6d9a19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC Aberdeen CA $128 CA $330 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Aberdeen-Hotels-Charming-1-Bedroom-Basement-In-Enjoyable-Aberdeen-With-WiFi.h116236613.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/4d8cbe20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/694f52a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/242b2346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/5db1e307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JVA LUXURY HOUSING Smyrna CA $446 CA $677 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Smyrna-Hotels-JVA-LUXURY-HOUSING.h119071307.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/212b32c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/9b945757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/25aadf93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120870000/120860900/120860877/41a80113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room #2 in Elkton, MD – Easy Access to I-95 Elkton CA $99 CA $150 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Elkton-Hotels-Room-2-In-Elkton.h120860877.Hotel-Information) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/d7dcdb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/e0c43571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/de342cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116310000/116303200/116303188/5b6ebb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Waterfront Home Built for Entertaining! Abingdon 6.8/10 (3) "We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!" CA $691 CA $1,159 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Abingdon-Hotels-Luxury-Waterfront-Home-Built-For-Entertaining.h116303188.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/6aff3f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/8a2f693e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/87763d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120870000/120860700/120860680/d1672ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room #3 in Elkton, MD – Easy Access to I-95 Elkton CA $95 CA $160 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Elkton-Hotels-Room-3-In-Elkton.h120860680.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=177517&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-City-Private-Vacation-Homes.d177517-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-City-Private-Vacation-Homes.d177517-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chesapeake City Hotel Reviews ![Hilton Wilmington/Christiana](//images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg) ### Hilton Wilmington/Christiana 10/10 Excellent "Fantastic stay here! The facilities are well kept and I loved being able to walk out of my room through the double door in my room straight to the pool. I would stay here again!" [](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information) ![Red Roof Inn Perryville](//images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg) ### Red Roof Inn Perryville 10/10 Excellent "Clean rooms! " [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ![Courtyard By Marriott New Castle](//images.trvl-media.com/lodging/98000000/97870000/97861600/97861549/a9d0f8e2_y.jpg) ### Courtyard By Marriott New Castle 10/10 Excellent "Great " [](https://expedia.ca/Courtyard-By-Marriott-New-Castle.h97861549.Hotel-Information) ![Hyatt Place Wilmington Riverfront](//images.trvl-media.com/lodging/35000000/34930000/34927700/34927626/a064dc72_y.jpg) ### Hyatt Place Wilmington Riverfront 10/10 Excellent "The staff was very friendly did feel like the amenities were not quite up to the price point" [](https://expedia.ca/Wilmington-Hotels-Hyatt-Place-Wilmington-Riverfront.h34927626.Hotel-Information) ![Extended Stay America Suites Newark Christiana Wilmington](//images.trvl-media.com/lodging/1000000/120000/119100/119061/87ad8503_y.jpg) ### Extended Stay America Suites Newark Christiana Wilmington 10/10 Excellent "Room was very clean staff are always professional and caring…you guys ROCK!!!" [](https://expedia.ca/Wilmington-Hotels-Extended-Stay-America-Suites-Newark-Christiana-Wilmington.h119061.Hotel-Information) ![Fairfield Inn & Suites Wilmington New Castle](//images.trvl-media.com/lodging/9000000/8510000/8507200/8507156/4b20ab4b_y.jpg) ### Fairfield Inn & Suites Wilmington New Castle 10/10 Excellent "Very clean and comfortable. The Breakfast and cable are both big bonuses." [](https://expedia.ca/Wilmington-Hotels-Fairfield-Inn-Suites-Wilmington-New-Castle.h8507156.Hotel-Information) ![Comfort Inn & Suites Newark - Wilmington](//images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg) ### Comfort Inn & Suites Newark - Wilmington 10/10 Excellent "Absolutely a perfect experience. A restful nights sleep and a very nice breakfast." [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Best Western Plus Newark/Christiana Inn](//images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg) ### Best Western Plus Newark/Christiana Inn 10/10 Excellent "Easy check in, quiet hotel, everything you need for a few nights. " [](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](//images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "The property is great. They do rent out the different halls for events which is great" [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ## Find out more about Chesapeake City ## Chesapeake City Vacation Homes information | Number of reviews | 174 | | --- | --- | | Accommodation | 158 Vacation Homes | | Lowest Price | CA $185 | | Highest Price | CA $1,378 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Best Western Hotels in Aberdeen Proving Ground](https://www.expedia.ca/Aberdeen-Proving-Ground-Hotels-Best-Western.0-0-d553248634999428212--bBestWestern.Travel-Guide-Filter-Hotels) - [Aberdeen Proving Ground Hotels](https://www.expedia.ca/Aberdeen-Proving-Ground-Hotels.d553248634999428212.Travel-Guide-Hotels) - [Apartments in Arundel](https://www.expedia.ca/Arundel-Apartments.d553248635975849826-aaApartments.Travel-Guide-Accommodation) - [Hotels near Betterton Beach](https://www.expedia.ca/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels) - 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