Title: Chesapeake Cottages from CA $409 | 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) ![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__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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two 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) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/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) ## 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) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w3329h4096x0y0-fe9e2a32.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/f95e63dc.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) ### 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 $409 total includes taxes & fees Feb 3 - Feb 4 [](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) ![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) ![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) ### Cottage in Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.Hotel-Information) CA $131 CA $1,372 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Norfolk-Hotels-902C-Coastal-King-Retreat-Steps-From-Beach-Sauna.h122807341.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) ![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) ![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) ### 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 (258 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 $180 CA $507 total includes taxes & fees Jan 28 - Jan 29 [](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/79000000/78460000/78458100/78458047/7ec626b8.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) ![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) ### 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 $248 CA $507 total includes taxes & fees Jan 22 - Jan 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/a3318414.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) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122770000/122760200/122760136/95f33da1.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) ### Cottage in Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-900-A-Seaside-2BR-Duplex-Steps-To-Bay-W-Veranda.h122760136.Hotel-Information) CA $152 CA $1,508 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Norfolk-Hotels-900-A-Seaside-2BR-Duplex-Steps-To-Bay-W-Veranda.h122760136.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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33556500/33556489/da4b144a.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 $230 CA $555 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Norfolk-Virginia-Beach-Hotels-Norfolk-Beach-Cottage-Rental.h33556489.Hotel-Information) ![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/124000000/123850000/123849300/123849297/552ec579.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) ![Exterior](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/91fdee61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Corolla [](https://www.expedia.ca/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information) CA $221 CA $535 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.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](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/ae3fe421.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/b0f90467.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/ecce39cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Willoughby Spit [](https://www.expedia.ca/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.Hotel-Information) CA $340 CA $824 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.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/124000000/123420000/123412000/123411909/86d65edf.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/adf90b11.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 $364 CA $856 total includes taxes & fees Feb 3 - Feb 4 [](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=2026-02-04&endDate=2026-02-05®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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.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 ![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/b6b50f9a_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 10/10 Excellent "Staff was great, indoor and the outdoor heated pool was a huge hit for the kids, the restaurant has happy hour from 3-6pm daily, room was on the small side but clean and ocean view was amazing the or sunrises. U" [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 10/10 Excellent "The room was nice and very comfortable. Furnishings were clean/up to date. Had minor problem with electrical outlets in bathroom-they took are of it right away Staff very friendly and kind to our dog who was the reason we were in this location (in an Obedience/Rally dog show). " [](https://expedia.ca/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Hilton Vacation Club Oceanaire Virginia Beach](https://images.trvl-media.com/lodging/6000000/5200000/5190800/5190701/e4480049_y.jpg) ### Hilton Vacation Club Oceanaire Virginia Beach 10/10 Excellent "Clean room with so many amenities that we enjoyed!" [](https://expedia.ca/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.Hotel-Information) ![Holiday Inn & Suites Virginia Beach North Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/16300/16268/631516bd_y.jpg) ### Holiday Inn & Suites Virginia Beach North Beach by IHG 10/10 Excellent "Wonderful stay " [](https://expedia.ca/Virginia-Beach-Hotels-Holiday-Inn-Suites-Virginia-Beach-North-Beach.h16268.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "The room was clean staff was courteous and helpful" [](https://expedia.ca/Virginia-Beach-Hotels-Schooner-Inn.h1711317.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 "Clean room and the staff was great " [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "Perfect snd the views " [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.Hotel-Information) ![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 "Room was very clean and spacious. Staff extremely friendly. Breakfast was great —staff in breakfast area above and beyond. Definitely will stay here again Downside—do not think we should’ve paid to park. That was our only disappointment " [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.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 "Clean rooms, nice stuff" [](https://expedia.ca/Chesapeake-Hotels-Holiday-Inn-Express-Chesapeake-Norfolk.h4253.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Cottages information | Number of reviews | 338 | | ----------------- | ------------ | | Accommodation | 152 Cottages | | Lowest Price | CA $409 | | Highest Price | CA $1,502 | ## 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 Rental - Other - More ways to book - 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