Title: Chesapeake Cottages from CA $460 | Expedia.ca [Chesapeake Travel Guide](https://expedia.ca/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.ca/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake](https://expedia.ca/Chesapeake-Vacation-Rentals.d6612.Travel-Guide-VacationRentals)[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 # Search Chesapeake Cottage Rentals from CA $460 - ![](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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesapeake Cottages ![Property grounds](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w1018h683x3y0-133e42a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w1017h683x3y0-bfbc228a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w1016h683x4y0-8ce14262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable & Private 2 Bedrm Cottage w/ King bed. Portsmouth 10/10 Exceptional (15) "It was a great stay. Was there for work. Close for work and close to the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clayton M. CA $179 CA $460 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) ![Cottage, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/890dbbff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/36c79d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/a5ca8102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 3 Bedrooms | Beach](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/ff7d3c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manor And Mutts #2 3 Bedroom Cottage by RedAwning Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.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) ![Children's area](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/9e2198fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/53759327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/4009255e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Norfolk Beach Cottage Rental East Ocean View 9.0/10 Wonderful (276) "Great for our very busy boys--right across the street from the beach, 3 min walk to a very clean, fun park. Quick drive to stores. Easy to get in/out of the house, plently of comfy beds and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaila S. CA $235 CA $564 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122804300/122804217/9129515c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122810000/122804300/122804217/9a634ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122810000/122804300/122804217/ccaac6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122810000/122804300/122804217/69242cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 900.B Seaside 2 Br Cottage with Bay Views, Veranda, High Ceilings, Hot Tub, Private Beach, Beachfront Grilling, & Kayaks Willoughby Spit CA $155 CA $1,298 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Norfolk-Hotels-900-B-Seaside-2BR-Cottage-W-Bay-Views-Veranda.h122804217.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78310000/78301900/78301846/8d974096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/79000000/78310000/78301900/78301846/bc3446a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78310000/78301900/78301846/488ed1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/79000000/78310000/78301900/78301846/e8f8851a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning Willoughby Spit 9.0/10 Wonderful (6) "Would return again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parker L. [](https://www.expedia.ca/Norfolk-Hotels-NEW-LISTING-Manor-And-Mutts-2.h78301846.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/8f885de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/7e17603f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/d64a893c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122810000/122805900/122805878/0f14ff1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 902 CH Historic Carriage House + Hot Tub Access Willoughby Spit CA $134 CA $1,130 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Norfolk-Hotels-902-CH-Historic-Carriage-House-Hot-Tub-Access.h122805878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/7ec626b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/4672be4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/f2dc84ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/6d94dcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bay Cottage private backyard blocks from beach! Bayview 9.0/10 Wonderful (43) "Beautiful home! Spacious and very clean! Short walk to the beach! And very close to Virginia Beach board walk! Highly recommend for all!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth B. CA $281 CA $551 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Bay-Cottage-Private-Backyard-Blocks-From-Beach.h78458047.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/f6824bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/5bf49081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/385f047f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/5da7d594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 900 A Seaside 2BR Duplex Steps to Bay w/ Veranda Willoughby Spit CA $155 CA $1,319 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Norfolk-Hotels-900-A-Seaside-2BR-Duplex-Steps-To-Bay-W-Veranda.h122760136.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=2025-12-09&endDate=2025-12-10®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6612) ![](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-Cottages.d6612-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Cottages.d6612-aaCottages.Travel-Guide-Accommodation) ## Top Chesapeake Hotel Reviews ![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg) ### Comfort Suites Chesapeake - Norfolk 10/10 Excellent "Room and service were excellent!" [](https://expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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 "Clean and spacious rooms. Nice beach view and very helpful staff! Loved my experience! " [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "Clean room and great staff at a great location." [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![STUDIOS & SUITES 4 LESS CHESAPEAKE ](https://images.trvl-media.com/lodging/1000000/50000/40500/40428/e945abb1_y.jpg) ### STUDIOS & SUITES 4 LESS CHESAPEAKE 10/10 Excellent "Good price, excellent help at the front desk " [](https://expedia.ca/Chesapeake-Hotels-Econo-Lodge-Chesapeake-Route-13-And-I-464.h40428.Hotel-Information) ![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 "Staff was fantastic, very responsive and helpful." [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/12800/12727/8e60d2f4_y.jpg) ### Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel 10/10 Excellent "The service was awesome. The room was clean and magnificent. They had my mini birthday trip ...a one to remember. I definitely recommend and will come back soon." [](https://expedia.ca/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 10/10 Excellent "Clean room" [](https://expedia.ca/Chesapeake-Hotels-Aloft-Chesapeake.h2178508.Hotel-Information) ![Delta Hotels by Marriott Virginia Beach Waterfront Suites](https://images.trvl-media.com/lodging/41000000/40900000/40896500/40896449/6e910a6c_y.jpg) ### Delta Hotels by Marriott Virginia Beach Waterfront Suites 10/10 Excellent "Lovely room. It was so quiet and comfortable. Wonderful for relaxing and unwinding. " [](https://expedia.ca/Norfolk-Virginia-Beach-Hotels-Delta-Hotels-By-Marriott-Virginia-Beach-Bayfront-Suites.h40896449.Hotel-Information) ![Coastal Hotel and Suites Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/10000/9977/cdf6c338_y.jpg) ### Coastal Hotel and Suites Virginia Beach Oceanfront 10/10 Excellent "Highly recommend. Clean quiet friendly staff..breakfast was delicious..beautiful view of the beach.would stay again." [](https://expedia.ca/Virginia-Beach-Hotels-Coastal-Hotel-And-Suites-Virginia-Beach-Oceanfront.h9977.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Cottages information | Number of reviews | 338 | | --- | --- | | Accommodation | 152 Cottages | | Lowest Price | CA $460 | | Highest Price | CA $1,319 | ## Frequently asked questions ### Why book your cottage in Chesapeake with Expedia? > We think that vacays should be a piece of cake, so if you're in search of cottages in Chesapeake at a competitive rate, Expedia has got you covered. Keep costs down and opt for a cheap option far from the hustle and bustle, or splurge on an upmarket cottage to spoil the ones you love most. ### How can I find cheap cottages in Chesapeake? > With Expedia's handy filter tool, locating cheap cottages in Chesapeake couldn't be easier. To discover properties that'll make your hip pocket happy, refine your search by star rating, amenities and budget. ### What is there to do in Chesapeake near my cottage? > Chesapeake has enough activities and sights to keep you amused for weeks (or months!), beginning with [Chesapeake Golf Club](https://www.expedia.ca/Chesapeake-Golf-Club-Great-Bridge.d6083015.Vacation-Attraction). [Oak Grove Lake Park](https://www.expedia.ca/Oak-Grove-Lake-Park-Greenbrier-West.d6301205.Vacation-Attraction), [Cahoon Plantation Golf Course](https://www.expedia.ca/Cahoon-Plantation-Golf-Course-Great-Bridge.d6083003.Vacation-Attraction) and [Chesapeake Square Mall](https://www.expedia.ca/Chesapeake-Square-Mall-Western-Branch-North.d6211311.Vacation-Attraction) are other well-known attractions. If you have time to spare, [Greenbrier Mall](https://www.expedia.ca/Greenbrier-Mall-Greenbrier-East.d6273847.Vacation-Attraction) and [Chesapeake Veterans' Memorial](https://www.expedia.ca/Chesapeake-Veterans-Memorial-Great-Bridge.d6310382.Vacation-Attraction) are nice finishing touches to your itinerary. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Inns in Chesapeake City County](https://www.expedia.ca/Chesapeake-City-County-Inns.d553248635976432419-aaInns.Travel-Guide-Accommodation) - [Hotels near Chesapeake Conference Center](https://www.expedia.ca/Chesapeake-Conference-Center-Hotels.0-l6083013-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Deep Creek South](https://www.expedia.ca/Deep-Creek-South-Chesapeake-Hotels-Adults-Only-Resorts.0-n553248635976473910-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Deep Creek South](https://www.expedia.ca/Deep-Creek-South-Chesapeake-Hotels-Romantic-Hotel.0-n553248635976473910-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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