Title: Chesapeake Vacation Rentals from CA $144: Short-Term Rentals for 2025 | 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) ![](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 Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-06&endDate=2025-10-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-07&endDate=2025-10-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## 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) ![Deluxe Condo, 2 Bedrooms, Kitchenette | Balcony view](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/33573704.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) ### The Ocean Key Virginia Beach Resort Northeast Virginia Beach 7.8/10 Good (1437) "The hotel and staff were excellent. Even housekeeping were friendly and professional. I love this hotel. I come every year with my family. " CA $140 CA $244 total includes taxes & fees Oct 19 - Oct 20 [](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) ![Full-size fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/7daacb51.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) ![Smart TV](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/f2919ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia Northeast Virginia Beach 8.2/10 Very good (1154) "We love staying here everyone is very helpful and it’s right in the middle of the boardwalk " CA $161 CA $269 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Ocean-Sands-Resort-By-VSA-Resorts.h1154697.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1150000/1141900/1141831/b72945f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1150000/1141900/1141831/cce4d886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1150000/1141900/1141831/7f705ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living area](https://images.trvl-media.com/lodging/2000000/1150000/1141900/1141831/d74d21ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atrium Resort, Virginia Beach by Vacatia Northeast Virginia Beach 8.2/10 Very good (1474) "My stay at the atrium was well, very nice staff and helpful with all my needs. " CA $122 CA $223 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Atrium-Resort-By-VSA-Resorts.h1141831.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) ![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) ![Presidential Penthouse, Balcony, Ocean View | Living area](https://images.trvl-media.com/lodging/90000000/89540000/89536500/89536417/1c726235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Sails Resort Northeast Virginia Beach 7.6/10 Good (43) "It was peaceful" CA $188 CA $236 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Virginia-Beach-Hotels-Four-Sails-Resort.h89536417.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) ![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) ![Studio (2nd Floor) | Private kitchenette](https://images.trvl-media.com/lodging/10000000/9350000/9341300/9341248/e15f6863.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) ### Angie's Guest Cottage Northeast Virginia Beach 8.6/10 Excellent (225) "Central location to boardwalk music venues. Friendly staff, clean, quiet. " CA $111 CA $144 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Virginia-Beach-Hotels-Angies-Guest-Cottage.h9341248.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) ![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) ![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) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/110000000/109200000/109190600/109190515/f51b9fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### stayAPT Suites Suffolk-Chesapeake Suffolk 9.4/10 Exceptional (47) "Nice cozy place to go with your family " CA $166 CA $191 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Suffolk-Hotels-StayAPT-Suites-Suffolk-Chesapeake.h109190515.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) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/54000000/53810000/53805800/53805770/357dbbcd.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. Corolla 9.8/10 Exceptional (107) "We really enjoyed the area, the property, & the ease of communication with the host. Would highly recommend! " [](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, 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) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/f95b9fcc.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) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/45000000/44930000/44923100/44923013/d4a9ff24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach Corolla 9.6/10 Exceptional (124) "We stayed at Lightly Salted last week; my family of five \[2 adults, 3 kids (11, 5, 1)\]and out close friends family of three \[2 adults, 1 kid (3)\]. " [](https://www.expedia.ca/Corolla-Hotels-Lightly-Salted-OBX.h44923013.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) ![Exterior](https://images.trvl-media.com/lodging/62000000/61470000/61464000/61463958/4b1e24c5.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) ![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) ![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) ![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/26000000/25180000/25175900/25175830/15d90443.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, 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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32600000/32591100/32591017/327bb81e.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) ![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) ![Interior](https://images.trvl-media.com/lodging/24000000/23140000/23136200/23136167/b56bd6ef.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) ![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) ### FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi Corolla 9.8/10 Exceptional (182) "Very nice house and location to the beach. Recommend this property." [](https://www.expedia.ca/Corolla-Hotels-FamilyMemoryMaker.h23136167.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27480000/27477000/27476901/0df8b0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27477000/27476901/17a84354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27480000/27477000/27476901/544069f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/28000000/27480000/27477000/27476901/9b9e18ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Space Minutes from Beach Northwest 6.0/10 (6) "Location was good in terms of what we needed and property provided all necessary household things you would need to clean the place. However, owner was not and still is not responsive. Refrigerator did not work. A/C did not work. Lock on door was loose. Backyard had massive camping trailer through it. Save your money." [](https://www.expedia.ca/Virginia-Beach-Hotels-Loft-Space-Minutes-From-Beach.h27476901.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) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/bf96048e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/f99b7a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76779000/76778984/91bb8257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trendy home steps from beach access w/private outdoor pool, gas grill, balcony Sandbridge 9.8/10 Exceptional (51) "The house was what we needed for our family. Even though on busy street, great location with easy beach access and great pool. House had everything we needed." [](https://www.expedia.ca/Virginia-Beach-Hotels-Trendy-Home-Steps-From-Beach-Access-Wprivate-Outdoor-Pool.h76778984.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41840000/41830100/41830096/9d15ff73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41840000/41830100/41830096/cf93cc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/42000000/41840000/41830100/41830096/40300209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/42000000/41840000/41830100/41830096/67769a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OceanFront Row,Private Pool,New Hottub,Sleeps 16,PetFriendly,Beachfront&Updates! Corolla 9.4/10 Exceptional (34) "Stay was excellent and host was very responsive!" [](https://www.expedia.ca/Corolla-Hotels-Ocean-Front-Row.h41830096.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27134700/27134668/807f7197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Last minute stays available! Great deals! Ocean views 8bdrm, 6bath pool! Sandbridge 10/10 Exceptional (156) "Access to beach is across the street and convenient. Beautiful home and plenty of room" [](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) ![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/2a425a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/ba6ecdc8.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) ### Luxurious RV Sandbridge 8.8/10 Excellent (15) "Upon arriving it was dark & I was having a hard time finding the residence. I gave the host a call & he was very friendly and helpful, was able to find it right after speaking with him. The RV is super cute, very relaxing view in the back." CA $279 CA $560 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Virginia-Beach-Hotels-Luxurious-RV.h106236428.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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105770000/105763300/105763230/2db37eef.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) ### Wildhorse Beachfront 12 bedroom Pool Estate Hatteras 8.4/10 Very good (5) "The house was beautiful and the experience with our family was perfect for the holidays. " [](https://www.expedia.ca/Corolla-Hotels-Wildhorse-Beachfront-12-Bedroom-Pool-Estate.h105763230.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76780000/76779300/76779284/7e3d5a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76779300/76779284/04d8b823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, foosball, stereo](https://images.trvl-media.com/lodging/77000000/76780000/76779300/76779284/7970135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76780000/76779300/76779284/331ae975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inviting oceanfront home with amazing views, private pool & deck Sandbridge 8.4/10 Very good (39) "Property is in a great location. Ocean views and having the beach so close was nice. The kitchen is fully stocked they even have a crockpot, which wasn't in the listing but helped us feed a group of 17. The only thing missing was the ball for the foosball game. " [](https://www.expedia.ca/Virginia-Beach-Hotels-Oceanfront-Home-Wprivate-Pool.h76779284.Hotel-Information) ![1 bedroom](https://images.trvl-media.com/lodging/118000000/117640000/117631700/117631636/w1125h520x0y958-11cdfb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117640000/117631700/117631636/38625bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/118000000/117640000/117631700/117631636/92596be5_edited_043e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117640000/117631700/117631636/0374b0bc_edited_ae36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamping your way-close to beach in Virginia Beach with AC Sandbridge 10/10 Exceptional (1) "The experience was awesome, RV was more than adequate, our host were the kindest and helpful folks...even helped us find a great campground, on a holiday weekend!!! Great people and plan to come back for a longer stay . Thanks for making our vaca a great memory for our family." [](https://www.expedia.ca/Virginia-Beach-Hotels-Glamping-Your-Way-Close-To-Beach-In-Virginia-Beach-With-AC.h117631636.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-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), VA](//images.trvl-media.com/lodging/1000000/10000/5400/5363/c80e2694_y.jpg) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA 10/10 Excellent "The staff was very friendly. Decor was great. Loved the bathroom in the room. Very clean would highly recommend. Breakfast was amazing. Also was the first time ever that received an email welcoming us to the hotel before arriving. " [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.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 "Oceanfront, great location" [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Hampton Inn Norfolk/Virginia Beach](//images.trvl-media.com/lodging/1000000/10000/1500/1448/984cb911_y.jpg) ### Hampton Inn Norfolk/Virginia Beach 10/10 Excellent "The staff was very friendly and helpful. I especially liked the breakfast chef who cared about providing good food choices. My room was very clean. Bed was comfortable. Refrigerator was noisy and clock on microwave couldn't be corrected but those were minor issues." [](https://expedia.ca/Virginia-Beach-Hotels-Hampton-Inn-NorfolkVirginia-Beach.h1448.Hotel-Information) ![STUDIOS & SUITES 4 LESS CHESAPEAKE ](//images.trvl-media.com/lodging/1000000/50000/40500/40428/e945abb1_y.jpg) ### STUDIOS & SUITES 4 LESS CHESAPEAKE 10/10 Excellent "The property is gorgeous, the pictures are really an understatement compared to everything in person. I would definitely recommend this place to anyone if asked! " [](https://expedia.ca/Chesapeake-Hotels-Econo-Lodge-Chesapeake-Route-13-And-I-464.h40428.Hotel-Information) ![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 "Rooms nice & clean" [](https://expedia.ca/Virginia-Beach-Hotels-Surfbreak-Oceanfront-Hotel.h12727.Hotel-Information) ![Ocean Resort](//images.trvl-media.com/lodging/3000000/2140000/2138500/2138488/ff24e229_y.jpg) ### Ocean Resort 10/10 Excellent "We stayed here in September the staff is very friendly the location is great! Our room was very clean the beds are comfortable and the ocean view was amazing! Overall we enjoyed our stay." [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Holiday.h2138488.Hotel-Information) ![Oceanfront Inn](//images.trvl-media.com/lodging/3000000/2100000/2094900/2094819/05b11887_y.jpg) ### Oceanfront Inn 10/10 Excellent "Great hotel. The staff was super friendly. Location was great for walking to restaurants and shopping. The room was clean but a little outdated. I will definitely stay here again." [](https://expedia.ca/Virginia-Beach-Hotels-Oceanfront-Inn.h2094819.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 "Didn’t care for pet friendly didn’t know it was a pet friendly hotel" [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Schooner Inn](//images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "Have stayed here many times. Great place" [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ## Find out more about Chesapeake **Everything you need to know about** **Chesapeake** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesapeake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Chesapeake vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Chesapeake. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesapeake vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesapeake vacation rentals we have selected for you start as low as CA $144 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Chesapeake rentals** At Expedia, we put the best Chesapeake vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Chesapeake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesapeake vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## 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) - [Cabin Rentals in Chesapeake](https://expedia.ca/Chesapeake-Cabins.d6612-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Chesapeake](https://expedia.ca/Chesapeake-Guest-Houses.d6612-aaGuestHouses.Travel-Guide-Accommodation) - [Farmstay in Chesapeake](https://expedia.ca/Chesapeake-Agritourism.d6612-aaAgritourism.Travel-Guide-Accommodation) - [Houseboats in Chesapeake](https://expedia.ca/Chesapeake-Houseboats.d6612-aaHouseboats.Travel-Guide-Accommodation) - [RV Parks in Chesapeake](https://expedia.ca/Chesapeake-RV-Parks.d6612-aaRVParks.Travel-Guide-Accommodation) - [Condo Resorts in Chesapeake](https://expedia.ca/Chesapeake-Condominium-Resort.d6612-aaCondominiumResort.Travel-Guide-Accommodation) - [Inns in Chesapeake](https://expedia.ca/Chesapeake-Inns.d6612-aaInns.Travel-Guide-Accommodation) - [Residences in Chesapeake](https://expedia.ca/Chesapeake-Residences.d6612-aaResidences.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Chesapeake? > Yes, there are vacation rentals in Chesapeake close to Broadmoor Play Area, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Chesapeake. While you're in the area, you can also enjoy the top-notch restaurants and live music. ### What are some of the best vacation home rentals in Chesapeake? > [Sandbridge... Beautiful Beach Home With Direct Beach Access and Ocean Views](https://www.expedia.ca/Virginia-Beach-Hotels-Sandbridge-Beautiful-Beach-Home-With-Direct-Beach-Access-And-Ocean-Views.h25175830.Hotel-Information): This vacation home rental outside of Chesapeake is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a patio and a garden. ### How many vacation rentals are there in Chesapeake? > Expedia has 36 vacation rentals for your stay in Chesapeake. ### What’s there to see and do in Chesapeake? > Family-friendly attractions include Broadmoor Play Area and Parkview Play Area, whereas Oak Grove Lake Park and Chesapeake City Park are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places like Naval Station Norfolk and Sandbridge Beach. ### What’s a vacation rental in Chesapeake like? > Vacation rentals are privately owned properties you can stay in for a couple of days or more in Chesapeake. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips. ### Expedia's Latest Trends Hotels - [Virginia Beach Oceanfront Hotels](https://expedia.ca/Virginia-Beach-Hotels-Oceanfront-Hotels.0-0-d10271-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Best Hotels in Fredericksburg](https://expedia.ca/Fredericksburg-Hotels.d8145.Travel-Guide-Hotels) - [Best Hotels in Emporia](https://expedia.ca/Emporia-Hotels.d6056955.Travel-Guide-Hotels) - [Best Hotels in Hillsville](https://expedia.ca/Hillsville-Hotels.d6056937.Travel-Guide-Hotels) - [Virginia Beach All Inclusive Resorts and Hotels](https://expedia.ca/Virginia-Beach-Hotels-All-Inclusive-Hotel.0-0-d10271-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Best Hotels in Williamsburg](https://expedia.ca/Williamsburg-Hotels.d6296.Travel-Guide-Hotels) - [Best Hotels in Wytheville](https://expedia.ca/Wytheville-Hotels.d6056934.Travel-Guide-Hotels) - [Virginia Beach Hotels with Kitchenettes](https://expedia.ca/Virginia-Beach-Hotels-Hotels-With-Kitchenettes.0-0-d10271-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Best Hotels in Harrisonburg](https://expedia.ca/Harrisonburg-Hotels.d6056902.Travel-Guide-Hotels) - [Best Hotels in Charlottesville](https://expedia.ca/Charlottesville-Hotels.d6057012.Travel-Guide-Hotels) - [Best Hotels in Woodbridge](https://expedia.ca/Woodbridge-Hotels.d10364.Travel-Guide-Hotels) - [Best Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels) - [Best Hotels in Alexandria](https://expedia.ca/Alexandria-Hotels.d5980.Travel-Guide-Hotels) - [Best Hotels in Roanoke](https://expedia.ca/Roanoke-Hotels.d3020.Travel-Guide-Hotels) - [Best Hotels in Virginia Beach](https://expedia.ca/Virginia-Beach-Hotels.d10271.Travel-Guide-Hotels) Flights - [Flights to PHF](https://expedia.ca/Cheap-Flights-To-Hampton.d6067.Travel-Guide-Flights) - [Flights to LYH](https://expedia.ca/Cheap-Flights-To-Lynchburg.d2187.Travel-Guide-Flights) - [Flights to PHF](https://expedia.ca/Cheap-Flights-To-Virginia-Beach.d10271.Travel-Guide-Flights) - [Flights to WAS](https://expedia.ca/Cheap-Flights-To-Alexandria.d5980.Travel-Guide-Flights) - [Flights to WAS](https://expedia.ca/Cheap-Flights-To-Fairfax.d8062.Travel-Guide-Flights) - [Flights to ROA](https://expedia.ca/Cheap-Flights-To-Roanoke.d3020.Travel-Guide-Flights) - [Flights to DCA](https://expedia.ca/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights) - [Flights to DCA](https://expedia.ca/Cheap-Flights-To-Fredericksburg.d8145.Travel-Guide-Flights) - [Flights to CHO](https://expedia.ca/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights) Activities - [Things to do in Virginia Beach](https://expedia.ca/Things-To-Do-In-Virginia-Beach.d10271.Travel-Guide-Activities) - [Things to do in Norfolk](https://expedia.ca/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities) Packages - [Virginia Beach Packages](https://expedia.ca/Virginia-Beach.d10271.Destination-Travel-Guides) - [Swoope Packages](https://expedia.ca/Swoope.d3000460689.Destination-Travel-Guides) Vacation Rentals - [Virginia Beach Vacation Rental](https://expedia.ca/Virginia-Beach-Vacation-Rentals.d10271.Travel-Guide-VacationRentals) General - [Visit Virginia Beach](https://expedia.ca/Virginia-Beach.dx10271) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)