Title: Chesapeake Vacation Rentals from CA $142: Short-Term Rentals for 2026 | Expedia.ca [Chesapeake Travel Guide](https://expedia.ca/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.ca/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Flights to Chesapeake](https://expedia.ca/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Chesapeake Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.ca/Chesapeake.d6612.Destination-Travel-Guides) ![Hidden Gems. #trovember #chesapeake #virginia #november #fall #golden #hiddengems](https://images.trvl-media.com/place/6612/dba409e5-c541-4029-b3b6-3ea7a408a4c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Sarah Chiricosta # Chesapeake Vacation Rentals - ![](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 In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Chesapeake ![Indoor pool](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/25abf259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/41a7c97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, toaster oven](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/7e90c3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/90142029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Northeast Virginia Beach 7.8/10 Good (1454) "Great stay, great recovery from other ocean front places! Great room for a family or girls sleepover!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aja-Brianne A [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Ocean-Key-Resort-By-VSA-Resorts.h529337.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/8389c2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/f2919ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/48c25e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/46f7f289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Northeast Virginia Beach 8.2/10 Very good (1173) "it was peacefull staff was nice. room was clean and spacious with nice view of ocean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Calvin CA $139 CA $242 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Ocean-Sands-Resort-By-VSA-Resorts.h1154697.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89540000/89536500/89536417/2a100ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/90000000/89540000/89536500/89536417/e84331b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/90000000/89540000/89536500/89536417/b566a56c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Penthouse, Balcony, Ocean View](https://images.trvl-media.com/lodging/90000000/89540000/89536500/89536417/fad06a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo resort in Northeast Virginia Beach 7.6/10 Good (53) "Sweet little spot for the price. Easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon [](https://www.expedia.ca/Virginia-Beach-Hotels-Four-Sails-Resort.h89536417.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/w7294h4496x8y0-7e64142d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/a150c392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/ca4e1f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/661bdcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aparthotel in Suffolk 9.6/10 Exceptional (54) "Excellent hotel. I will definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leta CA $164 CA $189 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Suffolk-Hotels-StayAPT-Suites-Suffolk-Chesapeake.h109190515.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/3b681183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/faa06994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/5e8fde1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/f95b9fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Corolla 9.6/10 Exceptional (125) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike H. [](https://www.expedia.ca/Corolla-Hotels-Lightly-Salted-OBX.h44923013.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9350000/9341300/9341248/57f3f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9350000/9341300/9341248/304b688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio | Living area](https://images.trvl-media.com/lodging/10000000/9350000/9341300/9341248/2d631335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/10000000/9350000/9341300/9341248/a3b05ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Northeast Virginia Beach 8.6/10 Excellent (225) "Will definitely stay again. Very very clean and everyone was so amazing and welcoming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $109 CA $142 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Virginia-Beach-Hotels-Angies-Guest-Cottage.h9341248.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/e3d98a54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/4dab1bad.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) ### Vacation Home in 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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/12b4271a.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) ![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) ### Vacation Home in Corolla 9.8/10 Exceptional (186) "Great house and location for a beach vacation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony B. [](https://www.expedia.ca/Corolla-Hotels-FamilyMemoryMaker.h23136167.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105763300/105763230/b0c67266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105770000/105763300/105763230/d8586d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105770000/105763300/105763230/8bbd0ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105770000/105763300/105763230/d24ed69a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hatteras 8.4/10 Very good (5) "Our stay at this property was wonderful! The views were amazing! The pool was great! The baby pool was fun for our little ones! Our group enjoyed the theater room! The beds were so comfortable! The large kitchen and dining area was perfect for family gatherings. The wild horses arrived several times during our stay! Great place for family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Missy B. [](https://www.expedia.ca/Corolla-Hotels-Wildhorse-Beachfront-12-Bedroom-Pool-Estate.h105763230.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) ![Dining](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/f9891a29.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) ### Vacation Home in Corolla 9.6/10 Exceptional (65) "The owner was extremely friendly and responsive. The location of the house was perfect- gorgeous views of the ocean, dunes and wild horses. Having a pool was also great for the entire family. This property had the perfect layout.We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather K. [](https://www.expedia.ca/Corolla-Hotels-Salted-Dunes-OBX.h61463958.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27140000/27134700/27134668/ddfb87c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/28000000/27140000/27134700/27134668/51bd66c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27134700/27134668/807f7197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27134700/27134668/76e3e53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sandbridge 10/10 Exceptional (157) "Fantastic location. Exactly as described. Perfect place for our family reunion. Hosts were very helpful and responded quickly to questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madeleine D. [](https://www.expedia.ca/Virginia-Beach-Hotels-Pinch-Me-Book-Your-Quick-And-Fun-Get-Away-Or-Your-2021-Vacation.h27134668.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/d07de257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/61a96998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/2a425a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/acfdaf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mobile Home in Sandbridge 8.4/10 Very good (17) "Had a great stay! Only wish that I would’ve booked an additional night. Would love to come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather M. CA $276 CA $555 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Virginia-Beach-Hotels-Luxurious-RV.h106236428.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/108000000/107150000/107147700/107147636/a0bd8676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/108000000/107150000/107147700/107147636/062455b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107150000/107147700/107147636/0ed4b92f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107150000/107147700/107147636/2cd85b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sandbridge 10/10 Exceptional (20) "Lovely setting for family reunion" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy M. [](https://www.expedia.ca/Virginia-Beach-Hotels-Sandbridge-Oceanfront-Home.h107147636.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/108000000/107440000/107439900/107439876/f7dc0fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/108000000/107440000/107439900/107439876/4e110865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107440000/107439900/107439876/ce506844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107440000/107439900/107439876/1c35cf86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in 4x4 - Carova Beach 6.0/10 (2) "The house was located on a 4 x 4 only beach, which would have been fine if we had been informed prior to our arrival about the conditions to expect and the proper way to navigate them. We arrived after dark, during high tide, with inflated tires. We should have been told to watch the tide charts because the beach becomes impassable at high tide. We were not, and barely made it to our turn off because it was a shortly after high tide. We should have been told about letting the air out of the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William A. [](https://www.expedia.ca/Corolla-Hotels-C9289-Sun-King-II-Oceanfront.h107439876.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) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/fc2fbc06.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23590000/23585900/23585814/c4ab5e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in 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) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76780000/76779100/76779062/43d7d769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/77000000/76780000/76779100/76779062/c13d33ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/77000000/76780000/76779100/76779062/7b9f2bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76779100/76779062/c8321001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sandbridge 7.8/10 Good (26) "This house was just perfect for our large family beach vacation. The location was perfect for the kids to hang out and have great access to the beach. Loved the large decks and so many bedrooms and bathrooms! Great accommodations!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri B. [](https://www.expedia.ca/Virginia-Beach-Hotels-Oceanfront-Home-With-Beach-Access.h76779062.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111850000/111849200/111849125/4fa9e412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111850000/111849200/111849125/c06da332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/112000000/111850000/111849200/111849125/4a139b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/112000000/111850000/111849200/111849125/1fac166f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Carova Beach 4.0/10 (1) "Home was in a great location with easy beach access and fantastic views. However, several issues included black mold on the mirrors in one bedroom, pool completely unfit for use, some bathrooms did not have any toilet paper at all, no bathrooms had any shampoo or hand soap (and this was not cautioned by the host), the couch showed visible stains (and it's on dark cloth), and the dishware was not clean. The host often took too long to respond (greater than 1-2 hours), so issues could not be... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viet N. [](https://www.expedia.ca/Corolla-Hotels-C9703-12-BR-4X4-Oceanfront-Luxury-Retreat-In-Carova.h111849125.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/8fdcdc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/d562e884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/7a74a757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95980000/95972600/95972508/3a1e28f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Northwest 10/10 Exceptional (2) "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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108275500/108275436/a021cc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108280000/108275500/108275436/ba546fd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108280000/108275500/108275436/8086c96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108280000/108275500/108275436/43ca345b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Northeast Virginia Beach 10/10 Exceptional (25) "Property manager was awesome, rental unit was clean and updated, location was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle J. [](https://www.expedia.ca/Virginia-Beach-Hotels-Beachfront-Condo-On-The-Boardwalk-With-Ocean-Views-Sleeps-8.h108275436.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) ![Interior](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/a2256842.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) ### Vacation Home in 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 $138 CA $316 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.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=2025-12-22&endDate=2025-12-23®ionId=6612&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%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&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-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals) ## Top Chesapeake Hotel Reviews ![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 "Great location and really nice hotel and staff" [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hyatt Place Virginia Beach Town Center](https://images.trvl-media.com/lodging/34000000/33780000/33775000/33774989/35828a6b_y.jpg) ### Hyatt Place Virginia Beach Town Center 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Town-Center.h33774989.Hotel-Information) ![Aloft Chesapeake](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba_y.jpg) ### Aloft Chesapeake 10/10 Excellent "Awesome!!!" [](https://expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg) ### Comfort Suites Chesapeake - Norfolk 10/10 Excellent "This hotel is very clean. The breakfast is great. The front desk really helped me with a booking error that I made.outv" [](https://expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Oceanfront Inn](https://images.trvl-media.com/lodging/3000000/2100000/2094900/2094819/05b11887_y.jpg) ### Oceanfront Inn 10/10 Excellent "The staff was friendly and I had a wonderful time. " [](https://expedia.ca/Virginia-Beach-Hotels-Oceanfront-Inn.h2094819.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 "This hotel was an excellent place to stay. The room was very clean and comfortable. The breakfast was the best I’ve ever seen and everything was delicious. The staff was friendly and welcoming." [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.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 "We had a great time the staff was very nice room was great no complaints i will be returning " [](https://expedia.ca/Virginia-Beach-Hotels-Boardwalk-Resort-And-Villas.h910351.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 "Staff, amenities" [](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "It was very nice" [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ## Find out more about Chesapeake You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesapeake. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Chesapeake ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Chesapeake ](https://expedia.ca/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Chesapeake ](https://expedia.ca/Chesapeake-Apartments.d6612-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Chesapeake ](https://expedia.ca/Chesapeake-Condos.d6612-aaCondos.Travel-Guide-Accommodation) - [Cottages in Chesapeake ](https://expedia.ca/Chesapeake-Cottages.d6612-aaCottages.Travel-Guide-Accommodation) - [Resorts in Chesapeake ](https://expedia.ca/Chesapeake-Resort-Hotels.d6612-aaResortHotels.Travel-Guide-Accommodation) - [Villas in Chesapeake ](https://expedia.ca/Chesapeake-Villas.d6612-aaVillas.Travel-Guide-Accommodation) - [Motels in Chesapeake ](https://expedia.ca/Chesapeake-Motels.d6612-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Chesapeake ](https://expedia.ca/Chesapeake-Apart-Hotels.d6612-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Chesapeake ](https://expedia.ca/Chesapeake-Bed-And-Breakfast.d6612-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chesapeake ](https://expedia.ca/Chesapeake-Guest-Houses.d6612-aaGuestHouses.Travel-Guide-Accommodation) - [Cabin Rentals in Chesapeake ](https://expedia.ca/Chesapeake-Cabins.d6612-aaCabins.Travel-Guide-Accommodation) - [Houseboats in Chesapeake ](https://expedia.ca/Chesapeake-Houseboats.d6612-aaHouseboats.Travel-Guide-Accommodation) - [Farmstay in Chesapeake ](https://expedia.ca/Chesapeake-Agritourism.d6612-aaAgritourism.Travel-Guide-Accommodation) - [Condo Resorts in Chesapeake ](https://expedia.ca/Chesapeake-Condominium-Resort.d6612-aaCondominiumResort.Travel-Guide-Accommodation) - [RV Parks in Chesapeake ](https://expedia.ca/Chesapeake-RV-Parks.d6612-aaRVParks.Travel-Guide-Accommodation) - [Residences in Chesapeake ](https://expedia.ca/Chesapeake-Residences.d6612-aaResidences.Travel-Guide-Accommodation) - [Townhomes in Chesapeake ](https://expedia.ca/Chesapeake-Townhomes.d6612-aaTownhomes.Travel-Guide-Accommodation) - [Inns in Chesapeake ](https://expedia.ca/Chesapeake-Inns.d6612-aaInns.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Chesapeake? ### What are some of the best vacation home rentals in Chesapeake? ### How many vacation rentals are there in Chesapeake? ### What’s there to see and do in Chesapeake? ### What’s a vacation rental in Chesapeake like? ### Expedia's Latest Trends Hotels - 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