Title: Chesapeake Vacation Home Rentals from CA $304: Search Top Private Vacation Homes for Rent | 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 [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 two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6612&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake vacation homes ![](https://images.trvl-media.com/lodging/127000000/126620000/126614400/126614340/1572c294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126620000/126614400/126614340/e76a24e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126620000/126614400/126614340/0bbfcd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126620000/126614400/126614340/6d2ab586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large cozy private room [](https://www.expedia.ca/Newport-News-Hotels-Large-Cozy-Private-Room.h126614340.Hotel-Information) Marshall CA $134 CA $219 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Newport-News-Hotels-Large-Cozy-Private-Room.h126614340.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126550000/126542200/126542155/e81eebe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126550000/126542200/126542155/04a90fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126550000/126542200/126542155/7b23472a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126550000/126542200/126542155/02382459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Virginia Beach Townhouse [](https://www.expedia.ca/Virginia-Beach-Hotels-Cozy-Virginia-Beach-Townhouse.h126542155.Hotel-Information) Virginia Beach [](https://www.expedia.ca/Virginia-Beach-Hotels-Cozy-Virginia-Beach-Townhouse.h126542155.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/b05d1ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/ef8d85f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/f7d7c4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/6cfdfb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Beach Home in Oceanview [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Beach-Home-In-Oceanview.h56871083.Hotel-Information) Bayview 9.8/10 Exceptional (46 reviews) "Loved staying here. The house had everything that was needed and it was in close proximity to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Conor L. CA $171 CA $452 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Beach-Home-In-Oceanview.h56871083.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/39151c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/1e844682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/2ac76eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/dd08d610.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sojourn | Coastal Cottage | 3 BR [](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information) Willoughby Spit 9.4/10 Exceptional (34 reviews) "The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel P. CA $160 CA $568 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/18e03d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/a2e25621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/4869a696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/0255f575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Art Door Duplex only minutes from beach [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) Northeast Virginia Beach 9.6/10 Exceptional (107 reviews) "The rooms were very clean and be was comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CYMANDYE V. CA $137 CA $314 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/w4000h2709x0y0-9013e16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/068b4785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/2d5b4570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/w1080h1042x0y1-c42c8ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Octopus Oasis Carova Beach OBX WILD HORSES. 4x4/AWD is needed to access house. [](https://www.expedia.ca/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information) Corolla 9.8/10 Exceptional (17 reviews) "Aaron and Kim were fabulous! From personal escorts at high tide to trips bringing a grill and charcoal. All members of my party were beyond impressed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquie M. CA $185 CA $1,207 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/66e56432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/e762c024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/79231a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/5812ceec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!! [](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information) Portsmouth 9.2/10 Wonderful (26 reviews) "The place was noce and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomar B. CA $137 CA $399 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/2166d272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/dd4bc02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/0287a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/030d9f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #Buckroe Bungalow \~Escape to the Beach 2mins Away! [](https://www.expedia.ca/Hampton-Hotels-Buckroe-Bungalow-Escape-To-The-Beach-2mins-Away.h92786454.Hotel-Information) Hampton 9.0/10 Wonderful (18 reviews) "Enjoyed our staycation .Will be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josie B. CA $138 CA $472 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Hampton-Hotels-Buckroe-Bungalow-Escape-To-The-Beach-2mins-Away.h92786454.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/973ed4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/w903h683x61y0-bc39f103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/40b792ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/ed97d9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knot Three- Balcony View of ICW- Dog Friendly! [](https://www.expedia.ca/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.Hotel-Information) Coinjock 9.6/10 Exceptional (5 reviews) "The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam P. CA $136 CA $314 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33947400/33947357/bc586776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33950000/33947400/33947357/fec7d5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33950000/33947400/33947357/fe07fd16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33947400/33947357/62fec04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE! [](https://www.expedia.ca/Hampton-Hotels-Fabulous-5-Bedroom-3-Bathroom-Holiday-House-Near-Beaches-WE-SANITIZE.h33947357.Hotel-Information) Coliseum Central 9.6/10 Exceptional (42 reviews) "Another amazing stay at Jackie's place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri J. CA $366 CA $753 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Hampton-Hotels-Fabulous-5-Bedroom-3-Bathroom-Holiday-House-Near-Beaches-WE-SANITIZE.h33947357.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/ae2a6bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/cc12406b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/1397c739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/07299eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sojourn Aviators Dream on Back River [](https://www.expedia.ca/Hampton-Hotels-Sojourns-Aviators-Dream-On-Back-River.h91907687.Hotel-Information) Fox Hill 9.6/10 Exceptional (29 reviews) "My family enjoyed the experience of staying near the water. The views were lovely! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Precious E. CA $204 CA $677 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Hampton-Hotels-Sojourns-Aviators-Dream-On-Back-River.h91907687.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/bc0559e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/c0684cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/64708113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236461/a3a2fd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Bedroom Cottage - 5 Minutes from both beaches [](https://www.expedia.ca/Hampton-Hotels-4-Bedroom-Cottage-5-Minutes-From-Both-Beaches.h74236461.Hotel-Information) Hampton 9.4/10 Exceptional (28 reviews) "Clean house. Very easy check in and out process. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan P. CA $301 CA $748 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Hampton-Hotels-4-Bedroom-Cottage-5-Minutes-From-Both-Beaches.h74236461.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/b693ca3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/25f8f073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/317971bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/a9f07483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House [](https://www.expedia.ca/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information) Willoughby Spit 8.8/10 Excellent (70 reviews) "Amazing little cottage right on the water. Would love to stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBYN B. CA $176 CA $358 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/8e079238.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/936f6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/3eb2eb63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102580000/102571200/102571188/e313f997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large 2 bedroom | Queen beds | Safe Area [](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information) Wythe 7.8/10 Good (10 reviews) "Clean, convenient and comfortable, would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Riley CA $122 CA $349 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97060000/97053200/97053176/w905h683x59y0-a3390279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97060000/97053200/97053176/w905h683x60y0-20e165fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97060000/97053200/97053176/w904h683x60y0-ea8a0496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/98000000/97060000/97053200/97053176/w903h683x60y0-65fc2513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carrick Bend -Balcony View of ICW- Dog Friendly! [](https://www.expedia.ca/Coinjock-Hotels-Carrick-Bend-Balcony-View-Of-ICW-Dog-Friendly.h97053176.Hotel-Information) Coinjock 8.0/10 Very good (1 review) CA $198 CA $527 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Coinjock-Hotels-Carrick-Bend-Balcony-View-Of-ICW-Dog-Friendly.h97053176.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/8e1941f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/a0a32b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/dc996840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/9e572cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Historic Beach House only Steps Away from Beach and Fishing Pier! [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.Hotel-Information) Willoughby Spit 8.8/10 Excellent (72 reviews) "Clean well equipped for a nice getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila H. CA $135 CA $304 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/0dcb9772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/dfe7bc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/ff6dbf41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/111000000/110997100/110997037/370f86ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth [](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information) Portsmouth 9.6/10 Exceptional (4 reviews) "Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige M. CA $122 CA $378 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Portsmouth-Hotels-Charming-1-Bedroom-1-Bath-Unit-With-Beautiful-Riverfront-Sunsets-In-Portsmouth.h110997037.Hotel-Information) ![](https://images.trvl-media.com/lodging/116000000/115590000/115586500/115586424/73d6b142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/116000000/115590000/115586500/115586424/bb4b7901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/116000000/115590000/115586500/115586424/6affc4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/116000000/115590000/115586500/115586424/20288578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Octopus [](https://www.expedia.ca/Norfolk-Hotels-Blue-Octopus-Summary.h115586424.Hotel-Information) Willoughby Spit 7.0/10 Good (2 reviews) "It was a great time, we loved the pool and location, place was very comfortable and spacious. Thank you for everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alpha S. CA $168 CA $643 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Blue-Octopus-Summary.h115586424.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/1bf86fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/93ace1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/972d662a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/1195bd52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Bungalow w/ BEST Location in Ocean View! [](https://www.expedia.ca/Norfolk-Hotels-Beachfront-Bungalow-W-BEST-Location-In-Ocean-View.h117978953.Hotel-Information) Willoughby Spit 8.6/10 Excellent (7 reviews) "Cute little bungalow on the beach. Beautiful sunrises. Location is great. Very clean. Has everything you need!!! The pier is a 2 min walk. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia T. CA $135 CA $311 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Beachfront-Bungalow-W-BEST-Location-In-Ocean-View.h117978953.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21670000/21667100/21667042/9dc52334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21670000/21667100/21667042/aaec7fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21670000/21667100/21667042/1a33ec0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21670000/21667100/21667042/270-9c96451f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Beach House Made New for Large Accommodations [](https://www.expedia.ca/Norfolk-Hotels-Old-Beach-House-Made-New-For-Large-Accommodations.h21667042.Hotel-Information) Norfolk 9.2/10 Wonderful (15 reviews) "Spacious and very clean! Perfect for a big family gathering." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer S. CA $354 CA $1,000 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Norfolk-Hotels-Old-Beach-House-Made-New-For-Large-Accommodations.h21667042.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=2026-03-13&endDate=2026-03-14®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6612) ## 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=APART_HOTEL) 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VACATION_HOME) 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=APARTMENT) 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=COTTAGE) 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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&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-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chesapeake Hotel Reviews ![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 "Nice hotel and in a perfect area! " [](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 "Very courteous staff, especially the front desk and manager. Room was clean and comfortable. " [](https://expedia.ca/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.Hotel-Information) ![Norfolk Waterside Marriott](https://images.trvl-media.com/lodging/1000000/20000/15000/14905/3501760d_y.jpg) ### Norfolk Waterside Marriott 10/10 Excellent "My husband and I stayed here from out of town for the first time, for the Weekend to Remember Marriage Conference. Great customer service, house keeping were great and we didn’t have to ask for anything, they made sure we had everything we needed. No complaints and we had an amazing view towards the water and boats. Walking distance to all the amazing restaurants. We will definitely be staying again " [](https://expedia.ca/Norfolk-Hotels-Norfolk-Waterside-Marriott.h14905.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 "Very clean, updated room. Unobstructed ocean view." [](https://expedia.ca/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![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 "The room was perfect and the staff were really nice and helpful." [](https://expedia.ca/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.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 "The staff was friendly and courteous and personable - thank you for a clean room and an excellent stay." [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-House-Virginia-Beach-Oceanfront.h3827084.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 "Amenities definitely stood out, we would have liked our room made over with the beds made and new towels but that was not possible according to staff. We ended up having to get towels from the pool. Other than that the hotel was nice and comfortable. " [](https://expedia.ca/Virginia-Beach-Hotels-Oceanaire-By-Diamond-Resorts.h5190701.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 "Clean , neat and properly stocked. Staff I met friendly and professional. Very knowledgeable about the local businesses and restaurants which was great for us as first time visitors." [](https://expedia.ca/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.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 "Room Size was great. Nice and clean and bed slept great!" [](https://expedia.ca/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Vacation Homes information | Number of reviews | 458 | | ----------------- | ------------------- | | Accommodation | 1390 Vacation Homes | | Lowest Price | CA $304 | | Highest Price | CA $1,207 | ## 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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