Title: Chesapeake, VA Cottage Rentals from $294 | 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 ![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. $253 nightly $294 total Mar 26 - Mar 27 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/123000000/122810000/122805900/122805878/65991cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/71137cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/b47eb50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/a777e858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 902 CH Historic Carriage House 20 Steps to Beach + Hot Tub, Kayaks, Beachfront Grilling [](https://www.expedia.com/Norfolk-Hotels-902-CH-Historic-Carriage-House-Hot-Tub-Access.h122805878.Hotel-Information) Willoughby Spit $808 nightly $925 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Norfolk-Hotels-902-CH-Historic-Carriage-House-Hot-Tub-Access.h122805878.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) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/75e87133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/27d5fa50.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3209x0y0-902a2623.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/93fd401c.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) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/b918f4ac.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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/54731b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h752x1y2-a4e30919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h752x0y1-13bad001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/5441b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps to the Ocean! A Family and Dog-Friendly North End Cottage w/ Rsrv Parking [](https://www.expedia.com/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.Hotel-Information) Northeast Virginia Beach 9.8/10 Exceptional (261 reviews) "Great location and communication" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine E. $516 nightly $595 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.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=2026-04-04&endDate=2026-04-05®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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=VACATION_HOME) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=COTTAGE) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO) 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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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 ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/7a589703_y.jpg) ### Schooner Inn 8/10 Good "Property exterior was poorly Rooms were clean. Staff was polite. Good area but parking " [](https://expedia.com/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![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 8/10 Good "Good hotel to stay at beautiful water nice staff " [](https://expedia.com/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/12800/12727/26394a34_y.jpg) ### Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel 8/10 Good "My only ding was the parking. 13 spaces at the hotel, FCFS, otherwise park a short half block away. If you have any walking difficulties, might find this not ideal. Staff, room, great. " [](https://expedia.com/Virginia-Beach-Hotels-Surfbreak-Oceanfront-Hotel.h12727.Hotel-Information) ![Aloft Chesapeake](https://images.trvl-media.com/lodging/3000000/2180000/2178600/2178508/40b8c7ba_y.jpg) ### Aloft Chesapeake 8/10 Good "My go to whenever I am in town. Pretty standard hotel with amenities that will accommodate most needs. Gym for basic cardio/min weight lifting ability, indoor pool always a plus. Dog friendly with plenty green space for your pet including the waste stations. Parking is pretty open and able to find a spot. Bar and food available for a duration of time. Staff friendly and knowledgeable. Smooth check out and even when my check in room was canceled without notification, management stepped in and found me a room as scheduled for the same rate. Overall, I am happy. " [](https://expedia.com/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.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 "We absolutely love the location. Everything is clean and fresh. We love the pet friendly atmosphere. Rooms are awesome, beds are comfortable, shower was great, and had just what we needed. we stayed an additional day, as we liked it so much. " [](https://expedia.com/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/038be8fc_y.jpg) ### Comfort Suites Chesapeake - Norfolk 4/10 Poor "Bedroom next to the elevator couldn't sleep because of the elevator noise. Bathroom. I didn't realize I reserved a handicapped room to begin with. Bathroom, very little amenities. Hair was in sink. In shower, I dont know what hair and gross gunk was on the floor Shower.Tiles not secure. " [](https://expedia.com/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![TRU by Hilton Chesapeake, VA](https://images.trvl-media.com/lodging/93000000/92930000/92925200/92925103/7e3313a2_y.jpg) ### TRU by Hilton Chesapeake, VA 8/10 Good "Clean room," [](https://expedia.com/Chesapeake-Hotels-TRU-By-Hilton-Chesapeake.h92925103.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 "THIS place was AMAZING! I had a oceanview on the 16th floor! I fell completely in love with this place and I can’t wait to come back! " [](https://expedia.com/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) ![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/35a4a7e3_y.jpg) ### Hilton Vacation Club Oceanaire Virginia Beach 10/10 Excellent "Clean room. Excellent stay. I will return." [](https://expedia.com/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Cottages information | Number of reviews | 298 | | ----------------- | ------------ | | Accommodation | 152 Cottages | | Lowest Price | $294 | | 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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