Title: Chesapeake, VA Cottage Rentals from $288 | Expedia.com [Chesapeake Travel Guide](https://expedia.com/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.com/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake](https://expedia.com/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)[Flights to Chesapeake](https://expedia.com/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Things to do in Chesapeake](https://expedia.com/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)[Car Rentals in Chesapeake](https://expedia.com/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.com/Chesapeake.d6612.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/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) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake cottages ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/93fd401c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/da4b144a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/695576fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/159a3612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norfolk Beach Cottage Rental [](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) East Ocean View 9.0/10 Wonderful (280 reviews) "Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody H. $344 nightly $399 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w3329h4096x0y0-fe9e2a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/79a31f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/d64e83d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable & Private 2 Bedrm Cottage w/ King bed. [](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) Portsmouth 9.4/10 Exceptional (18 reviews) "Very clean, the beds were comfortable! It was a great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee S. $248 nightly $288 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3213x0y11-09e6607c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3240x0y0-09e990b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3225x0y7-3b239459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w1080h809x0y3-83ae0511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wild Horses - 4x4 Beach - Quiet & Cozy [](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information) Corolla $399 nightly $450 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/b4d7d7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/3c51c4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/c6d7e69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/75e87133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 902 C Coastal King Retreat Steps from Beach + Sauna [](https://www.expedia.com/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.Hotel-Information) Willoughby Spit $848 nightly $971 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VILLA) Cabins [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CABIN) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Cottages.d6612-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Cottages.d6612-aaCottages.Travel-Guide-Accommodation) ## Top Chesapeake Hotel Reviews ![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/44e2a487_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 6/10 Okay "Although the room was clean it had a bad cigarette smell. Everything else about was great. Indoor heated pools/Jacuzzi, free washing/dryer and convenient to local eats sitting on the beach." [](https://expedia.com/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/7980bf30_y.jpg) ### Hyatt Place Virginia Beach / Oceanfront 10/10 Excellent "Great stay. Valet staff very courteous. Can't wait to return." [](https://expedia.com/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Wingate by Wyndham Chesapeake](https://images.trvl-media.com/lodging/2000000/1520000/1513300/1513238/0d94729b_y.jpg) ### Wingate by Wyndham Chesapeake 8/10 Good "The room needed more cleaning, breakfast was great!" [](https://expedia.com/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/7a589703_y.jpg) ### Schooner Inn 10/10 Excellent "It is a wonderful, small hotel. The staff are nice and extremely friendly. I really enjoyed our stay." [](https://expedia.com/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Hilton Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/3b10b192_y.jpg) ### Hilton Virginia Beach Oceanfront 10/10 Excellent "Clean room, friendly staff" [](https://expedia.com/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) ![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/be66f1fd_y.jpg) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) 8/10 Good "Ok room" [](https://expedia.com/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hyatt House Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/w3837h2875x3y0-11f7acb0_y.jpg) ### Hyatt House Virginia Beach / Oceanfront 10/10 Excellent "Really beautiful hotel with great view of the ocean. This stay was cheaper than staying inland. Nice restaurant for dining and breakfast. Boardwalk for exercise right behind hotel. Staff were super courteous and helpful. Definitely would visit again." [](https://expedia.com/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.Hotel-Information) ![Moxy Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/5000000/4670000/4665200/4665123/8673ad8e_y.jpg) ### Moxy Virginia Beach Oceanfront 10/10 Excellent "The view was amazing. Watched the sunrise." [](https://expedia.com/Norfolk-Virginia-Beach-Hotels-Baymont-By-Wyndham-Virginia-Beach-Oceanfront.h4665123.Hotel-Information) ![Aloft Chesapeake](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba_y.jpg) ### Aloft Chesapeake 10/10 Excellent "Parking was easy and secure. The entire property was clean and offered great menu items and drink options." [](https://expedia.com/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Cottages information | Number of reviews | 298 | | ----------------- | ------------ | | Accommodation | 152 Cottages | | Lowest Price | $288 | | Highest Price | $971 | ## Frequently asked questions ### Why book your cottage in Chesapeake with Expedia? ### How can I find cheap cottages in Chesapeake? ### What is there to do in Chesapeake near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Oak Grove Lake Park ](https://www.expedia.com/Oak-Grove-Lake-Park-Hotels.0-l6301205-0.Travel-Guide-Filter-Hotels) - [Hotels near Greenbrier West ](https://www.expedia.com/Greenbrier-West-Chesapeake-Hotels.0-n553248635976480700-0.Travel-Guide-Filter-Hotels) - [Norfolk Hotels ](https://www.expedia.com/Norfolk-Hotels.d2689.Travel-Guide-Hotels) - [Hotels near Cahoon Plantation Golf Course ](https://www.expedia.com/Cahoon-Plantation-Golf-Course-Hotels.0-l6083003-0.Travel-Guide-Filter-Hotels) - 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