Title: Chesapeake City County Vacation Home Rentals from CA $323: 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481121-Chesapeake-Square-Mall.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chesapeake City County Vacation Rentals ## Compare and save ![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 In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976432419&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=VACATION_HOME&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) ## Featured Vacation Homes in Chesapeake City County ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/3797757d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/4b212ea9.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) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24226700/24226668/de3862b9.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. Northeast Virginia Beach 10/10 Exceptional (260) "The house is great, easy to host and feed a group, 4 blocks to beach, nice outdoor deck, beds were good for sleeping." CA $293 CA $608 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Virginia-Beach-Hotels-Fantastic-Home-In-The-Heart-Of-The-VB-Resort-Area-Walk-To-Beach.h24226668.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/f00496bc.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) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1025h679x0y4-9d6c5096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112070000/112061000/112060922/w1025h679x0y4-f5d78ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your own private beach with this charming 3-bedroom beachfront house! Cottage Line 9.8/10 Exceptional (23) "The house was big and plenty of room for a big family. Very well stocked and very convenient location. " [](https://www.expedia.ca/Norfolk-Hotels-Your-Own-Private-Beach-With-This-Charming-3-Bedroom-House.h112060922.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) ![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](https://images.trvl-media.com/lodging/90000000/89150000/89142000/89141950/2efbe238.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) ### Serenity on the Bay-Complimentary Sunrise & Sunset Views Norfolk 9.6/10 Exceptional (47) "Located in a near perfect spot to stay if you want easy access to all the local attractions while being just far enough off the beaten path for some peace and quiet. The property was clean and communication with the property owner was easy and attentive. " [](https://www.expedia.ca/Norfolk-Hotels-Serenity-On-The-Bay-Complimentary-Sunrise-Sunset-Views.h89141950.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/0255f575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/6ad2f3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/18e03d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/a2256842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Art Door only minutes from beach Northeast Virginia Beach 9.6/10 Exceptional (95) "The stay was perfect for our needs, close to the beach and as described. " CA $139 CA $322 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/33000000/32600000/32591100/32591017/16aed2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32600000/32591100/32591017/336c474a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32600000/32591100/32591017/644dd9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32600000/32591100/32591017/666ea77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront House on the beach at Croatan Dam Neck 8.0/10 Very good (117) "Wonderful location with uncrowded beach! House is large enough to meet the needs of multiple families with plenty of space to hang out too! Host responds quickly to solve problems. Many parts of the house are beautiful and others need some cosmetic updates, but it was perfect for us!" [](https://www.expedia.ca/Virginia-Beach-Hotels-Oceanfront-House-On-The-Beach-At-Croatan.h32591017.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/90000000/89550000/89542800/89542716/387a646c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89550000/89542800/89542716/c10a2b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89550000/89542800/89542716/02b5aa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89550000/89542800/89542716/1cffe5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### {Beach Baby Bingo} Perfect Spot for Exploring Va. Beach Virginia Beach 8.6/10 Excellent (40) "Beach Baby Bingo place is nice, neat, and comfortable. It is near the places (15 to 17 minutes drive )where we would like to visit in VA Beach like the VA aquarium and VA Beach front plus it is also nearby an Asian store. " CA $176 CA $490 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Virginia-Beach-Hotels-Beach-Baby-Bingo-Perfect-Spot-For-Exploring-Va-Beach.h89542716.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33546700/33546635/8518032a.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/34000000/33550000/33546700/33546635/5ca6afd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33546700/33546635/8b1a3054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/34000000/33550000/33546700/33546635/7c18d1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home Willoughby Spit 9.8/10 Exceptional (106) "We loved the house, the locations and the beach!!!" [](https://www.expedia.ca/Norfolk-Hotels-Beachfront-W-Private-Access-2-Decks-Spacious-Well-Equipped-Home.h33546635.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/2410021f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/44b941ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/ccb8bc8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/fc2fbc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach Dam Neck 9.4/10 Exceptional (104) "We had 18 people ranging in age 7-68 years old staying and you could not tell. The house was so big and was able to accommodate everyone. Less than 5 min walk to the beach and 5 min drive to amusement/ water park. The host was great communicating and answering questions. Oh I forgot to mention one elevator!!!!" [](https://www.expedia.ca/Virginia-Beach-Hotels-10Bd10Ba-Large-Beach-Home.h23585814.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/725bd7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/1cc77117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95930000/95924600/95924591/0808d89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Surfside Beach Cottage- steps from Virginia Beach Boardwalk! Dam Neck 10/10 Exceptional (34) "We enjoyed our stay! The Beach and location was close enough to take the Dolphin boat tour and walk to restaurants. The only thing that would have been good was cleaning products to clean the tub. " [](https://www.expedia.ca/Virginia-Beach-Hotels-Surfside-Beach-Cottage-Steps-From-Virginia-Beach-Boardwalk.h95924591.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101750000/101740200/101740193/5985f719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/102000000/101750000/101740200/101740193/f9b4a863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101750000/101740200/101740193/da2fc74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101750000/101740200/101740193/54b09fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STEPS FROM THE WATER! BEAUTIFUL NEW HOME IN THE HEART OF 4x4 WILD HORSE CAROVA Corolla 9.8/10 Exceptional (26) "Very nice house in a cool spot. Enjoyedthe games. Horses everywhere. " [](https://www.expedia.ca/Corolla-Hotels-BEAUTIFUL-NEW-CONSTRUCTION-IN-THE-HEART-OF-A-WILD-HORSE-COMMUNITY.h101740193.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23550000/23547600/23547562/eb1e2536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23550000/23547600/23547562/56283a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23550000/23547600/23547562/e4163157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547600/23547562/2b198dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FALL SPECIAL Hot Tub ICE MACHINE Pet Friendly 4x4 vehicles Corolla 10/10 Exceptional (125) "We had a wonderful time, Kevin was a great host reaching out to use several times to make our trip Great, Beautiful property, Horses pass through the property yard daily Thanks, Will book again if we are in the area" [](https://www.expedia.ca/Corolla-Hotels-SPRING-SPECIALHotTub-ICE-MACHINE-Pet-Friendly-4x4-Vehicles.h23547562.Hotel-Information) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/105000000/104220000/104214400/104214377/w1079h1431x0y3-32bd09be.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) ### Crown Jewel in the Neighborhood. Portsmouth 8.0/10 Very good (7) "The house was clean, plenty of room to relax. Beds are comfortable, quiet neighborhood. " [](https://www.expedia.ca/Portsmouth-Hotels-Crown-Jewel-In-The-Neighborhood.h104214377.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/9e80508a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/4a15cf40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/b1ca85f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, toys, books](https://images.trvl-media.com/lodging/43000000/42330000/42329000/42328993/854c4c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family fun Grotto waterfall Bethel Oasis Hampton 9.8/10 Exceptional (36) "This home was perfect for our group that was visiting for a friend’s retirement. There was only six of us, and this property gave us the ability to comfortably stay without feeling cramped in any way. A great alternative to staying in a hotel that wouldn’t have provided community space, patio/grotto, kitchen, laundry, garage, etc. and would have cost each of us about the same, or more, than splitting the cost of this clean and spacious location. None of us were familiar with the area but the... CA $549 CA $809 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Hampton-Hotels-Family-Fun-Grotto-Waterfall-Bethel-Oasis.h42328993.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119420000/119415200/119415147/4288d537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119420000/119415200/119415147/d60902b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/120000000/119420000/119415200/119415147/e016cbeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119420000/119415200/119415147/93e9fd4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-Bedroom Home with Private In-Ground Pool Oasis in Hampton, VA Hampton [](https://www.expedia.ca/Hampton-Hotels-Charming-3-Bedroom-Home-With-Private-In-Ground-Pool-Oasis-In-Hampton.h119415147.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/4156c304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/7cb3c897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/0aeb056e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23591800/23591790/251c61cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation home in new VIBE resort! Northeast Virginia Beach 8.6/10 Excellent (21) "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!" [](https://www.expedia.ca/Virginia-Beach-Hotels-Vacation-Home-In-New-VIBE-Resort.h23591790.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/591c9c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/44250faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/165dd7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/12b4271a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi Corolla 9.8/10 Exceptional (182) "This house was perfect for my family. The location was beautiful " [](https://www.expedia.ca/Corolla-Hotels-FamilyMemoryMaker.h23136167.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/9c5e783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/5f9d3b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/4b1e24c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/0a5056b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salted Dunes OBX, Beach front, Wild Horses, Pool, Hot Tub, 4x4 Beach, 7 Bedroom Corolla 9.6/10 Exceptional (63) "Beautiful home!!! Very well kept and clean. The location was everything you can dream of! Wild horses seen daily, gorgeous beach, great pool!!! Thank you for sharing your home with us!" [](https://www.expedia.ca/Corolla-Hotels-Salted-Dunes-OBX.h61463958.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25180000/25175900/25175830/065229d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25180000/25175900/25175830/65c528c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/26000000/25180000/25175900/25175830/a2360b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25180000/25175900/25175830/6cab28cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandbridge... Beautiful Beach Home With Direct Beach Access and Ocean Views Sandbridge 10/10 Exceptional (81) "Great place to stay with family. Was very clean and well kept. We didn't have much sunshine, but we had a great stay! Host was great and house was like advertised." [](https://www.expedia.ca/Virginia-Beach-Hotels-Sandbridge-Beautiful-Beach-Home-With-Direct-Beach-Access-And-Ocean-Views.h25175830.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/18a9d006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/6aabd7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/25f8f073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/9ee39e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House Willoughby Spit 9.0/10 Wonderful (66) "House was exactly as described. Would most definitely stay there again and again! " CA $249 CA $458 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27132800/27132715/99194054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, DVD player](https://images.trvl-media.com/lodging/28000000/27140000/27132800/27132715/d02b66ed.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/28000000/27140000/27132800/27132715/4147ce66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/28000000/27140000/27132800/27132715/9daa3d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Recently Remodeled Northend Home Just Steps From Beach With Pool Table Northeast Virginia Beach 9.6/10 Exceptional (145) "We had a great time and hope to rent this house again next summer! We made a lot of wonderful memories and can’t wait to make more! " [](https://www.expedia.ca/Virginia-Beach-Hotels-Luxury-Northend-Home-Just-Steps-From-Beach.h27132715.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=2025-10-13&endDate=2025-10-14®ionId=553248635976432419&adults=2&lodging=VACATION_HOME&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.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 ![Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/12800/12727/8e60d2f4_y.jpg) ### Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel 10/10 Excellent "Beach was great! " [](https://expedia.ca/Virginia-Beach-Hotels-Surfbreak-Oceanfront-Hotel.h12727.Hotel-Information) ![Hilton Vacation Club Ocean Beach Club Virginia Beach](//images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 10/10 Excellent "Clean room. Beach view. Shops nearby. Food nearby. Parking garage was dedicated to hotel guests but very full. Elevator in parking garage broken. If you cannot walk or climb steps not a place for you." [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Ocean Resort](//images.trvl-media.com/lodging/3000000/2140000/2138500/2138488/ff24e229_y.jpg) ### Ocean Resort 10/10 Excellent " Nice " [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Holiday.h2138488.Hotel-Information) ![Hyatt Place Virginia Beach / Oceanfront](//images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/da79c4b1_y.jpg) ### Hyatt Place Virginia Beach / Oceanfront 10/10 Excellent "We loved the view from our balcony!" [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Marriott Virginia Beach Oceanfront Resort](//images.trvl-media.com/lodging/1000000/670000/664800/664793/c2fac148_y.jpg) ### Marriott Virginia Beach Oceanfront Resort 10/10 Excellent "everything was perfect" [](https://expedia.ca/Virginia-Beach-Hotels-Marriott-Virginia-Beach-Oceanfront.h664793.Hotel-Information) ![Oceanfront Inn](//images.trvl-media.com/lodging/3000000/2100000/2094900/2094819/05b11887_y.jpg) ### Oceanfront Inn 10/10 Excellent "I would stay again at Ocean Front when I visit VA Beach " [](https://expedia.ca/Virginia-Beach-Hotels-Oceanfront-Inn.h2094819.Hotel-Information) ![Schooner Inn](//images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "I love the location! and price." [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Hilton Virginia Beach Oceanfront](//images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/982abe80_y.jpg) ### Hilton Virginia Beach Oceanfront 10/10 Excellent "Beautiful, comfortable room. Enjoyed the Skybar and the amazing view of the ocean and surrounding area from there. Had dinner in the restaurant in the hotel and the food was delicious, though it was very slow getting out to us." [](https://expedia.ca/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) ![Oceans 2700](//images.trvl-media.com/lodging/6000000/5480000/5479500/5479442/a7a4bc43_y.jpg) ### Oceans 2700 10/10 Excellent "Okay" [](https://expedia.ca/Virginia-Beach-Hotels-Oceans-2700.h5479442.Hotel-Information) ## Find out more about Chesapeake City County ## Chesapeake City County Vacation Homes information | Number of reviews | 1,495 | | --- | --- | | Accommodation | 1471 Vacation Homes | | Lowest Price | CA $323 | | Highest Price | CA $809 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Farmstay in Chesapeake](https://www.expedia.ca/Chesapeake-Agritourism.d6612-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Chesapeake](https://www.expedia.ca/Chesapeake-Bed-And-Breakfast.d6612-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Chesapeake Conference Center](https://www.expedia.ca/Chesapeake-Conference-Center-Hotels.0-l6083013-0.Travel-Guide-Filter-Hotels) - 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