Title: Chesapeake City County Vacation Home Rentals from CA $302: Search Top Private Vacation Homes for Rent | Expedia.ca [Chesapeake City County Hotels](https://expedia.ca/Destinations-In-Chesapeake-City-County.d553248635976432419.Hotel-Destinations)[Vacation Rentals in Chesapeake City County](https://expedia.ca/Destinations-In-Chesapeake-City-County.d553248635976432419.Vacation-Rental-Destinations)[Chesapeake City County Car Rentals](https://expedia.ca/Destinations-In-Chesapeake-City-County.d553248635976432419.Car-Rental-Destinations)[Chesapeake City County Vacations](https://expedia.ca/Chesapeake-City-County.d553248635976432419.Destination-Travel-Guides) ![Greenbrier Mall](https://images.trvl-media.com/place/6273847/920d6124-d998-482b-9bd7-35767b65c694.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chesapeake City County Vacation Rentals ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Chesapeake City County ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481121-Chesapeake-Square-Mall.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chesapeake [](https://expedia.ca/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Our top choices for Chesapeake City County vacation homes ![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/18e03d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/0255f575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/4869a696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/a2e25621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Art Door Duplex only minutes from beach [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) Northeast Virginia Beach 9.6/10 Exceptional (104) "Great get away stay! Close drive to the shops and the beach. Very cozy. Would definitely stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizy G. CA $124 CA $302 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/b9d804bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/799ade87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/4b3f8e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76779200/76779164/5db29dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning oceanfront home with private indoor/outdoor pools, game room, theater [](https://www.expedia.ca/Virginia-Beach-Hotels-Stunning-Oceanfront-Home-With-Private-Indooroutdoor-Pools.h76779164.Hotel-Information) Sandbridge 9.4/10 Exceptional (29) "Had a great time at this beautiful spacious home for a family vacation. Room for everyone and the game room and pools were a huge hit. We would definitely go here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce F. [](https://www.expedia.ca/Virginia-Beach-Hotels-Stunning-Oceanfront-Home-With-Private-Indooroutdoor-Pools.h76779164.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1028h679x0y4-de4d41c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1021h679x4y4-76b7dc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1022h679x3y4-af6b2cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1025h679x0y4-ac4d8645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your own private beach with this charming 3-bedroom beachfront house! [](https://www.expedia.ca/Norfolk-Hotels-Your-Own-Private-Beach-With-This-Charming-3-Bedroom-House.h112060922.Hotel-Information) Cottage Line 9.6/10 Exceptional (33) "Had a great time with family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juliet O. [](https://www.expedia.ca/Norfolk-Hotels-Your-Own-Private-Beach-With-This-Charming-3-Bedroom-House.h112060922.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/18416468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/0bfc39c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/eb3af97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31730000/31722000/31721913/fa6cda78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Home - 5 Minutes /2 Blocks Walk To Virginia Beach Oceanfront & Boardwalks. [](https://www.expedia.ca/Virginia-Beach-Hotels-Beach-Home-5-Minutes-2-Blocks-Walk-To-Virginia-Beach-Oceanfront-Boardwalks.h31721913.Hotel-Information) Northeast Virginia Beach 9.8/10 Exceptional (106) "Very nice and plenty room for everyone. Enjoyed the outdoor space " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty C. [](https://www.expedia.ca/Virginia-Beach-Hotels-Beach-Home-5-Minutes-2-Blocks-Walk-To-Virginia-Beach-Oceanfront-Boardwalks.h31721913.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/1880993a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/866b9478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/a7a24b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36180000/36173600/36173552/bd26b309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SANITIZED AND SCRUBBED Chesapeake Bay Beach House 100yards to beach [](https://www.expedia.ca/Virginia-Beach-Hotels-Sanitized-AND-Scrubbed-Chesapeake-Bay-Beach-House-100yards-To-Beach.h36173552.Hotel-Information) Northwest 9.6/10 Exceptional (75) "Very clean and quiet area and place. Had a wonderful time , accessible to the very quiet beach! Easy to find and would definitely go back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlene M. [](https://www.expedia.ca/Virginia-Beach-Hotels-Sanitized-AND-Scrubbed-Chesapeake-Bay-Beach-House-100yards-To-Beach.h36173552.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/c95d60e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/d33aab52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/457e7914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/3643f460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk. [](https://www.expedia.ca/Virginia-Beach-Hotels-Fantastic-Home-In-The-Heart-Of-The-VB-Resort-Area-Walk-To-Beach.h24226668.Hotel-Information) Northeast Virginia Beach 10/10 Exceptional (269) "Amazing amazing stay will definitely be coming back great location near the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Franz E. [](https://www.expedia.ca/Virginia-Beach-Hotels-Fantastic-Home-In-The-Heart-Of-The-VB-Resort-Area-Walk-To-Beach.h24226668.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/483182b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/daacf8ef.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/72000000/71940000/71935800/71935759/4ede6869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935759/w1208h823x0y0-3600ca7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain’s Suite Beach Condo Near Rudee Inlet [](https://www.expedia.ca/Virginia-Beach-Hotels-Airy-Captains-Quarters-Beach-Condo-Near-Rudee-Inlet.h71935759.Hotel-Information) Northeast Virginia Beach 9.4/10 Exceptional (53) "Perfect spot for us visiting Virginia Beach, and great place, roomy and comfy" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hubert C. [](https://www.expedia.ca/Virginia-Beach-Hotels-Airy-Captains-Quarters-Beach-Condo-Near-Rudee-Inlet.h71935759.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/37b95d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/6fa2c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/6e647390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/545e45c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom house in beautiful Virginia Beach Downtown [](https://www.expedia.ca/Virginia-Beach-Hotels-4-Bedroom-House-In-Beautiful-Virginia-Beach-Downtown.h95972508.Hotel-Information) Northwest 9.0/10 Wonderful (4) "I Loved 100% recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Milton O. [](https://www.expedia.ca/Virginia-Beach-Hotels-4-Bedroom-House-In-Beautiful-Virginia-Beach-Downtown.h95972508.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/48792f2e.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/88000000/87840000/87834500/87834433/df7e33b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/03c119ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/88000000/87840000/87834500/87834433/ac8b06b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy & Clean Norfolk Cottage- Fenced Yard for Dogs [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Clean-Norfolk-Cottage-Fenced-Yard-For-Dogs.h87834433.Hotel-Information) Norfolk 10/10 Exceptional (30) "I cannot say enough good things. The house was clean and in a great location. Truly the best Air B&B we have rented." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca W. [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Clean-Norfolk-Cottage-Fenced-Yard-For-Dogs.h87834433.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/2fda2021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/w2500h1665x0y0-f7adcd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/c60239ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/35000000/34340000/34338900/34338834/1ada1d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Beachfront Home With Stunning Views Of The Chesapeake Bay! [](https://www.expedia.ca/Norfolk-Hotels-Historic-Beachfront-Home-With-Stunning-Views-Of-The-Chesapeake-Bay.h34338834.Hotel-Information) Willoughby Spit 9.4/10 Exceptional (150) "The vicinity to the beach was exactly what I wanted. The house is in very nice shape for a home of this age, with many modern upgrades. The fact we could have our dog come with us was one of the biggest deciding factors for me. It was kind of a spur of the moment decision to take a trip ( about 2 weeks) and honestly can't believe there was availability on such short notice for 7 night's. Would not hesitate to consider coming back. The restaurant at the pier is a short walk, and the food was... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy G G. [](https://www.expedia.ca/Norfolk-Hotels-Historic-Beachfront-Home-With-Stunning-Views-Of-The-Chesapeake-Bay.h34338834.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/fbb3b94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/10b8077d.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/24000000/23600000/23591800/23591790/6335b3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/6a76c44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation home in new VIBE resort! [](https://www.expedia.ca/Virginia-Beach-Hotels-Vacation-Home-In-New-VIBE-Resort.h23591790.Hotel-Information) Northeast Virginia Beach 8.8/10 Excellent (22) "The property was A — just as described! It was super close to the beach and restaurants, making it the perfect location. We really enjoyed our stay, and it was ideal for my large family. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leon B. [](https://www.expedia.ca/Virginia-Beach-Hotels-Vacation-Home-In-New-VIBE-Resort.h23591790.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h803x0y7-2b3ca0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h1430x0y4-43006d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/29321e2f.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/105000000/104220000/104214400/104214377/dce29ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crown Jewel in the Neighborhood. [](https://www.expedia.ca/Portsmouth-Hotels-Crown-Jewel-In-The-Neighborhood.h104214377.Hotel-Information) Portsmouth 8.0/10 Very good (7) "The property was very nice, roomy, and clean. Everything we needed was within a 5 minute drive but there was nowhere to sit outside for the smokers and the parking was a little tight. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise B. [](https://www.expedia.ca/Portsmouth-Hotels-Crown-Jewel-In-The-Neighborhood.h104214377.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/c670b436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/7c409c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/dab1c54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/65571652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels. [](https://www.expedia.ca/Corolla-Hotels-4X4-Only-Canal-Front-Ocean-AND-Sound-Views-Decks-And-Porches-On-All-Levels.h53805770.Hotel-Information) Corolla 9.8/10 Exceptional (107) "Place was great! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott E. [](https://www.expedia.ca/Corolla-Hotels-4X4-Only-Canal-Front-Ocean-AND-Sound-Views-Decks-And-Porches-On-All-Levels.h53805770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/ccb8bc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/07d1239f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/be3cf70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/2d307dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach [](https://www.expedia.ca/Virginia-Beach-Hotels-10Bd10Ba-Large-Beach-Home.h23585814.Hotel-Information) Dam Neck 9.4/10 Exceptional (108) "Great location and amenities. Great access to the beach and it is in a very nice neighborhood." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. [](https://www.expedia.ca/Virginia-Beach-Hotels-10Bd10Ba-Large-Beach-Home.h23585814.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/d2da3b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/a38ff041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/d17c9b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/77029b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy home steps from beach access w/private outdoor pool, gas grill, balcony [](https://www.expedia.ca/Virginia-Beach-Hotels-Trendy-Home-Steps-From-Beach-Access-Wprivate-Outdoor-Pool.h76778984.Hotel-Information) Sandbridge 9.8/10 Exceptional (54) "We loved the house! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jolene L. [](https://www.expedia.ca/Virginia-Beach-Hotels-Trendy-Home-Steps-From-Beach-Access-Wprivate-Outdoor-Pool.h76778984.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/7796ed4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/60019f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/8d2aefc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/1879babd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surfside Beach Cottage- steps from Virginia Beach Boardwalk! [](https://www.expedia.ca/Virginia-Beach-Hotels-Surfside-Beach-Cottage-Steps-From-Virginia-Beach-Boardwalk.h95924591.Hotel-Information) Dam Neck 10/10 Exceptional (36) "A perfect location and property for our group of fishermen who came to fish the Virginia Beach Billfish Tournament. The property is conveniently located to the beach and the marinas as well as some good dining options nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harvey S. [](https://www.expedia.ca/Virginia-Beach-Hotels-Surfside-Beach-Cottage-Steps-From-Virginia-Beach-Boardwalk.h95924591.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/93d24431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/cc11d32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/cc38cc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/111000000/110999300/110999250/0c1f6ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach! [](https://www.expedia.ca/Norfolk-Hotels-Big-Waterfront-House-On-The-Bay-Amazing-Views.h110999250.Hotel-Information) Willoughby Spit 7.8/10 Good (11) "Location is great with a terrific view. House needs better upkeep and maintenance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve B. CA $341 CA $675 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Norfolk-Hotels-Big-Waterfront-House-On-The-Bay-Amazing-Views.h110999250.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/f6760d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/5b2aef2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/e8a4e49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, table tennis](https://images.trvl-media.com/lodging/89000000/88430000/88424900/88424807/ac794795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VB Paradise / Private Pool, Hot Tub [](https://www.expedia.ca/Virginia-Beach-Hotels-VB-Paradise-Private-Pool.h88424807.Hotel-Information) Sandbridge 9.2/10 Wonderful (27) "Enjoyable stay. Nice location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela H. CA $662 CA $2,024 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Virginia-Beach-Hotels-VB-Paradise-Private-Pool.h88424807.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/820fb895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/163552d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/f216d1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/96db0c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity on the Bay-Complimentary Sunrise & Sunset Views [](https://www.expedia.ca/Norfolk-Hotels-Serenity-On-The-Bay-Complimentary-Sunrise-Sunset-Views.h89141950.Hotel-Information) Norfolk 9.6/10 Exceptional (59) "Serenity on the Bay was just that. We all had a good time and look forward to booking this place again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wyatt [](https://www.expedia.ca/Norfolk-Hotels-Serenity-On-The-Bay-Complimentary-Sunrise-Sunset-Views.h89141950.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/b71812a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/7c6f1f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/5cb63bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99640000/99638300/99638279/0c25ab83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Comber Renovated 2023 2bd Luxury House 2 blocks from beach [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Comber-Renovated-2023-2bd-Luxury-House-2-Blocks-From-Beach.h99638279.Hotel-Information) Northeast Virginia Beach 10/10 Exceptional (25) "In town for the Point Break Festival. Perfect place for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan A. [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Comber-Renovated-2023-2bd-Luxury-House-2-Blocks-From-Beach.h99638279.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=2026-01-07&endDate=2026-01-08®ionId=553248635976432419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+City+County%2C+Virginia%2C+United+States+of+America®ionId=553248635976432419&latLong=36.67778%2C-76.302377&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=HOUSE_BOAT) ![](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-County-Private-Vacation-Homes.d553248635976432419-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-City-County-Private-Vacation-Homes.d553248635976432419-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chesapeake City County Hotel Reviews ![Coastal Hotel and Suites Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/10000/9977/cdf6c338_y.jpg) ### Coastal Hotel and Suites Virginia Beach Oceanfront 10/10 Excellent "Clean and comfortable. Great view and location, easy check in . Would recommend and would stay again. :)" [](https://expedia.ca/Virginia-Beach-Hotels-Coastal-Hotel-And-Suites-Virginia-Beach-Oceanfront.h9977.Hotel-Information) ![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/da79c4b1_y.jpg) ### Hyatt Place Virginia Beach / Oceanfront 10/10 Excellent "The room was very clean. Front desk and valet were very courteous and the food was good. We had a little bit of a leaky sink but nothing unmanageable. Overall it was a great stay" [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 10/10 Excellent "Room was amazing, breakfast was nice, staff have been amazing, kind, friendly and helpful! " [](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent " Clean room, good staff " [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "Safe" [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/c80e2694_y.jpg) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) 10/10 Excellent "The room was spacious and clean. The breakfast buffet was excellent. The staff was friendly and helpful. " [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 10/10 Excellent "Staff was extremely excellent! Split-level was breath taking … clean & inviting , makes you feel right at home." [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Hyatt House Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/4c0344e7_y.jpg) ### Hyatt House Virginia Beach / Oceanfront 10/10 Excellent "great staff clean place " [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.Hotel-Information) ![Boardwalk Resort and Villas](https://images.trvl-media.com/lodging/1000000/920000/910400/910351/7bb2cf2f_y.jpg) ### Boardwalk Resort and Villas 10/10 Excellent "Great" [](https://expedia.ca/Virginia-Beach-Hotels-Boardwalk-Resort-And-Villas.h910351.Hotel-Information) ## Find out more about Chesapeake City County ## Chesapeake City County Vacation Homes information | Number of reviews | 1,244 | | ----------------- | ------------------- | | Accommodation | 1381 Vacation Homes | | Lowest Price | CA $302 | | Highest Price | CA $2,024 | ## Explore a world of travel with Expedia - 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