Title: Chesapeake Holiday Homes from £166: Search Holiday Homes in Chesapeake | Expedia.co.uk [Chesapeake Travel Guide](https://expedia.co.uk/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.co.uk/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Holiday Rentals in Chesapeake](https://expedia.co.uk/Chesapeake-Holiday-Rentals.d6612.Travel-Guide-HolidayRentals)[Flights to Chesapeake](https://expedia.co.uk/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Things to do in Chesapeake](https://expedia.co.uk/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)[Chesapeake Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesapeake.d6612.Car-Hire-Guide)[Chesapeake Holidays](https://expedia.co.uk/Chesapeake.d6612.Holidays-City-Breaks) ![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__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [20 Feb - 22 Feb](https://www.expedia.co.uk/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 two months [3 Apr - 5 Apr](https://www.expedia.co.uk/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 three months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=6612&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chesapeake holiday homes ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/f19c225c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, printers](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/7823d509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/26c9c3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/1781b7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom home away from home in fabulous Chesapeake, Virginia. [](https://www.expedia.co.uk/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.Hotel-Information) Chesapeake 10/10 Exceptional (43 reviews) "This was a wonderful place that was perfect for girls trip! I would definitely recommend and stay again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabitha P. £183 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.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) ![2 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/6ad2f3ca.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) ![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.co.uk/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) Northeast Virginia Beach 9.6/10 Exceptional (105 reviews) "The rooms were very clean and be was comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CYMANDYE V. £170 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/2e79b550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/638124a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/b5b925b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/91000000/90860000/90851600/90851502/921b9f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort near the water and University [](https://www.expedia.co.uk/Elizabeth-City-Hotels-Comfort-Near-The-Water-And-University.h90851502.Hotel-Information) Elizabeth city 7.6/10 Good (5 reviews) "We had a nice stay. Thank you. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca S. £218 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Elizabeth-City-Hotels-Comfort-Near-The-Water-And-University.h90851502.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-2c7becfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/63646007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun-loungers](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-7b6f370e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/615c5936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Delight on the Bay [](https://www.expedia.co.uk/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.Hotel-Information) Willoughby Spit 7.8/10 Good (25 reviews) "Everything was very nice really enjoyed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah B. £260 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/7faf4e37.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) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67550000/67547100/67547042/a0a32b1f.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.co.uk/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.Hotel-Information) Willoughby Spit 9.0/10 Wonderful (71 reviews) "Clean well equipped for a nice getaway " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila H. £185 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Norfolk-Hotels-Cozy-Historic-Beach-House-Only-Steps-Away-From-Beach-And-Fishing-Pier.h67547042.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) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/5812ceec.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) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111780000/111772000/111771911/146338f4.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.co.uk/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information) Portsmouth 9.2/10 Wonderful (25 reviews) "The place was noce and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomar B. £216 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Charming-2-Bedroom.h111771911.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/659784d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, shampoo, toilet paper](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/6213195f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110120000/110115400/110115316/466568ff.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/111000000/110120000/110115400/110115316/b60d8a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC [](https://www.expedia.co.uk/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.Hotel-Information) Portsmouth 10/10 Exceptional (1 review) "Enjoyed our stay,host was very hospital.love to enjoy it again in December " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) earnest d. £251 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Charming-2-Bedroom-House-In-Fabulous-Portsmouth-With-WiFi.h110115316.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) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92790000/92786500/92786454/62198dab.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) ### #Buckroe Bungalow \~Escape to the Beach 2mins Away! [](https://www.expedia.co.uk/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. £232 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Hampton-Hotels-Buckroe-Bungalow-Escape-To-The-Beach-2mins-Away.h92786454.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) ![Interior](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/6fdfe658.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) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76680000/76671500/76671407/068b4785.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.co.uk/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information) Corolla 9.8/10 Exceptional (16 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. £653 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Corolla-Hotels-Octopus-Oasis-On-4x4-Beach-Of-Carova.h76671407.Hotel-Information) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/6a945822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/34d8ffc9.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) ![Exterior](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/84709ff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Beach Home in Oceanview [](https://www.expedia.co.uk/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. £242 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/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 cot, WiFi](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/2ac76eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/97f217d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sojourn | Coastal Cottage | 3 BR [](https://www.expedia.co.uk/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. £313 includes taxes & fees 2 Mar - 3 Mar [](https://www.expedia.co.uk/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.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) ![Dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/40b792ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/w905h683x60y0-303d9406.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) ### Knot Three- Balcony View of ICW- Dog Friendly! [](https://www.expedia.co.uk/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. £166 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/6aabd7ae.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) ![Exterior](https://images.trvl-media.com/lodging/70000000/69540000/69537000/69536918/25f8f073.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.co.uk/Norfolk-Hotels-Rustic-Ocean-View-Beach-House-BEST-Location-In-Ocean-View-2-Bed1-Bath-House.h69536918.Hotel-Information) Willoughby Spit 9.0/10 Wonderful (69 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. £195 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/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.co.uk/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 £221 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Hampton-Hotels-317A-Perfect-For-Families.h102571188.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111530000/111529200/111529145/9327f751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111530000/111529200/111529145/646369f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111530000/111529200/111529145/863ed825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111530000/111529200/111529145/ebf96bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ [](https://www.expedia.co.uk/Norfolk-Hotels-Cozy-3BD-Beachfront-Foosball-Yard-Games-W-BBQ.h111529145.Hotel-Information) Cottage Park 9.6/10 Exceptional (5 reviews) "Very nice place. We enjoyed the fire pit every night and the easy walk to the beach was a plus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin T. £348 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Norfolk-Hotels-Cozy-3BD-Beachfront-Foosball-Yard-Games-W-BBQ.h111529145.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) ![Interior](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/1397c739.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/92000000/91910000/91907700/91907687/0b63630b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sojourn Aviators Dream on Back River [](https://www.expedia.co.uk/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. £334 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Hampton-Hotels-Sojourns-Aviators-Dream-On-Back-River.h91907687.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) ![Living area](https://images.trvl-media.com/lodging/118000000/117980000/117979000/117978953/1195bd52.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) ### Beachfront Bungalow w/ BEST Location in Ocean View! [](https://www.expedia.co.uk/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. £197 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Norfolk-Hotels-Beachfront-Bungalow-W-BEST-Location-In-Ocean-View.h117978953.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/98000000/97060000/97053200/97053176/w905h683x60y0-20e165fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carrick Bend -Balcony View of ICW- Dog Friendly! [](https://www.expedia.co.uk/Coinjock-Hotels-Carrick-Bend-Balcony-View-Of-ICW-Dog-Friendly.h97053176.Hotel-Information) Coinjock 8.0/10 Very good (1 review) £275 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Coinjock-Hotels-Carrick-Bend-Balcony-View-Of-ICW-Dog-Friendly.h97053176.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/3f9cb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/50f6e35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/9c22350d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/124000000/123580000/123573300/123573219/39fc9f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth [](https://www.expedia.co.uk/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information) Portsmouth 8.0/10 Very good (1 review) "Host is communicative and relaxed (not trying to micromanage your stay). I forgot to check the pics and descriptions for a microwave but there isn’t one. Alternatively, there is a hot plate and a pot. I gave 4 out of 5 stars due to the coffeemaker not working and having one washcloth for two people but it was pleasant other than that. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney R. £116 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Charming-1-Bedroom-In-Law-Suite-With-Functional-Kitchen-In-Pleasant-Portsmouth.h123573219.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/3f0e3bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/1f78b159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/ce249e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89010000/89008000/89007920/09f99cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home [](https://www.expedia.co.uk/Portsmouth-Hotels-Modern-Oasis-Downtown-Luxury-Stay.h89007920.Hotel-Information) Portsmouth 9.0/10 Wonderful (39 reviews) "It was amazing. The house is dope, I highly recommend this house to anyone and I will be staying there again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Varstine S. £256 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Portsmouth-Hotels-Modern-Oasis-Downtown-Luxury-Stay.h89007920.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.co.uk/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23®ionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America®ionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Private-Holiday-Homes.d6612-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesapeake-Private-Holiday-Homes.d6612-aaPrivateHolidayHomes.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 "Viv was amazing!!!!" [](https://expedia.co.uk/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.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 "Room is clean. We love the ocean front view." [](https://expedia.co.uk/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.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 "Everything was amazing. It was convenient to the venue for my concert. The morning breakfast was everything." [](https://expedia.co.uk/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg) ### Schooner Inn 10/10 Excellent "Perfect for a budget-friendly motel. " [](https://expedia.co.uk/Virginia-Beach-Hotels-Schooner-Inn.h1711317.Hotel-Information) ![Boardwalk Resort and Villas](https://images.trvl-media.com/lodging/1000000/920000/910400/910351/7bb2cf2f_y.jpg) ### Boardwalk Resort and Villas 10/10 Excellent "The room was spotless, amazing view, and last but not least the staff was very pleasant and kind. I will be returning for another stay! " [](https://expedia.co.uk/Virginia-Beach-Hotels-Boardwalk-Resort-And-Villas.h910351.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 "Tracey at the front desk was a bright light after a very rough LONG day of flights delayed / canceled …. Fast efficient and wonderful! Hotel clean and comfortable! Great breakfast! " [](https://expedia.co.uk/Chesapeake-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chesapeake.h16036.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 "Great customer service" [](https://expedia.co.uk/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 "Very nice staff, with the exception of one person. Nice room, beautiful view, nice breakfast food and eating area. " [](https://expedia.co.uk/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Wyndham Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/8200/8175/41603c72_y.jpg) ### Wyndham Virginia Beach Oceanfront 10/10 Excellent "Yes" [](https://expedia.co.uk/Virginia-Beach-Hotels-Wyndham-Virginia-Beach-Oceanfront.h8175.Hotel-Information) ## Find out more about Chesapeake ## Chesapeake Holiday Homes information | Number of reviews | 549 | | ----------------- | ------------------ | | Accommodation | 1390 Holiday Homes | | Lowest Price | £166 | | Highest Price | £653 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Chesapeake on Expedia.com ](https://www.expedia.com/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation)