Title: Chesapeake Cottages from CA $408 | 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) ![Chesapeake Square Mall](https://images.trvl-media.com/place/6211311/3ce2bef9-a58d-480e-be7c-1f8f010c5d82.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6211311/3ce2bef9-a58d-480e-be7c-1f8f010c5d82.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-05-08&endDate=2026-05-10&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 ![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) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/825456ec.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) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Portsmouth [](https://www.expedia.ca/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) 10/10 Exceptional (16 reviews) "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 $141 CA $408 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.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) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122810000/122807400/122807341/c6d7e69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.Hotel-Information) CA $132 CA $1,366 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/f50d8d3d.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) ### Cottage in Bayview [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Bay-Cottage-Private-Backyard-Blocks-From-Beach.h78458047.Hotel-Information) 9.0/10 Wonderful (43 reviews) "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 $249 CA $507 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Bay-Cottage-Private-Backyard-Blocks-From-Beach.h78458047.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) ![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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/124000000/123810000/123802500/123802418/w1200h753x0y1-e36e7039.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) ### Cottage in Northeast Virginia Beach [](https://www.expedia.ca/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.Hotel-Information) 9.8/10 Exceptional (257 reviews) "We enjoyed a nice long weekend away and were able to bring our dog. The house was very cozy and well equipped. We were just a short walk to the beach which our puppy loved!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn W. CA $215 CA $560 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Virginia-Beach-Hotels-3-Min-Walk-To-Beach-Cozy-North-End-Cottage-Oceanside-Of-Atlantic-Dog-Friendly.h123802418.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) ![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/34000000/33560000/33556500/33556489/159a3612.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) ### Cottage in East Ocean View [](https://www.expedia.ca/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) 9.0/10 Wonderful (280 reviews) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $231 CA $555 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/a3318414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/09c3ec15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/9b2950ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/707db8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-900-A-Seaside-2BR-Duplex-Steps-To-Bay-W-Veranda.h122760136.Hotel-Information) CA $153 CA $1,501 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Norfolk-Hotels-900-A-Seaside-2BR-Duplex-Steps-To-Bay-W-Veranda.h122760136.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/93497329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/3324a4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/4ca87ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/86d65edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Portsmouth [](https://www.expedia.ca/Portsmouth-Hotels-Centrally-Located-Hampton-Roads-Home-W-Game-Room.h123411909.Hotel-Information) CA $365 CA $858 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Portsmouth-Hotels-Centrally-Located-Hampton-Roads-Home-W-Game-Room.h123411909.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=2026-01-28&endDate=2026-01-29®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-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 ![Hyatt House Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/4000000/3830000/3827100/3827084/4c0344e7_y.jpg) ### Hyatt House Virginia Beach / Oceanfront 10/10 Excellent "Hyatt House staff were exceptional, very kind and knowledgeable about the hotel and surrounding area. Breakfast had a good variety of options. Hotel was convenient for all of our needs. " [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.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 "Everything was excellent will definitely stay here again " [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Holiday Inn Express Chesapeake - Norfolk by IHG](https://images.trvl-media.com/lodging/1000000/10000/4300/4253/a34808e1_y.jpg) ### Holiday Inn Express Chesapeake - Norfolk by IHG 10/10 Excellent "Staff was awesome! Respected privacy and was able to assist as soon as requested. " [](https://expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.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 "Good hotel and steps to the beach, one big downside is no parking included or free, need to use valet parking or parking garages in the vicinity " [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Fairfield Inn and Suites By Marriott Chesapeake](https://images.trvl-media.com/lodging/1000000/20000/16100/16036/234312b3_y.jpg) ### Fairfield Inn and Suites By Marriott Chesapeake 10/10 Excellent "The room was very nice and clean and the staff was very friendly." [](https://expedia.ca/Chesapeake-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chesapeake.h16036.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 "Everything great. Jenny amazing at check in. Only thing the pillows were too small and uncomfortable " [](https://expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Hyatt Place Hampton Convention Center](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/89b7821f_y.jpg) ### Hyatt Place Hampton Convention Center 10/10 Excellent "Yes " [](https://expedia.ca/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information) ![Ocean Resort](https://images.trvl-media.com/lodging/3000000/2140000/2138500/2138488/ff24e229_y.jpg) ### Ocean Resort 10/10 Excellent "We had a little trouble at first, WiFi wouldn’t work, TV was not working a few other minor things. My wife called down and talked to Chris and he immediately switched our room no problem. We will definitely stay again." [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Holiday.h2138488.Hotel-Information) ![Wingate by Wyndham Chesapeake](https://images.trvl-media.com/lodging/2000000/1520000/1513300/1513238/d607b035_y.jpg) ### Wingate by Wyndham Chesapeake 10/10 Excellent "We never arrived at the hotel due to our car braking down but the receptionist was very kind and understanding and canceled my reservation We would like to thank you for helping us" [](https://expedia.ca/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Cottages information | Number of reviews | 338 | | ----------------- | ------------ | | Accommodation | 152 Cottages | | Lowest Price | CA $408 | | Highest Price | CA $1,501 | ## 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 - 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