Title: Chesapeake Vacation Rentals from $126: Search Short-Term Rentals | Expedia.com

[Chesapeake Travel Guide](https://expedia.com/Chesapeake.dx6612)[Hotels in Chesapeake](https://expedia.com/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)[Flights to Chesapeake](https://expedia.com/Cheap-Flights-To-Chesapeake.d6612.Travel-Guide-Flights)[Things to do in Chesapeake](https://expedia.com/Things-To-Do-In-Chesapeake.d6612.Travel-Guide-Activities)[Car Rentals in Chesapeake](https://expedia.com/Car-Rentals-In-Chesapeake.d6612.Car-Rental-Guide)[Chesapeake Vacation Packages](https://expedia.com/Chesapeake.d6612.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/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

[Apr 3 - Apr 5](https://www.expedia.com/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

[May 1 - May 3](https://www.expedia.com/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

[May 29 - May 31](https://www.expedia.com/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 vacation rentals

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/f19c225c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/aba77227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, printers](https://images.trvl-media.com/lodging/108000000/107190000/107183300/107183271/7823d509.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.com/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.

$215 nightly

$249 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-2-Bedroom-House-In-Fabulous-Chesapeake-With-WiFi.h107183271.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/c53925b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/a32364b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/1fb27dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/f76cf892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Studio | Pool & Hot Tub. Your Next Vacation

[](https://www.expedia.com/Chesapeake-Hotels-Great-Studio-Pool-Hot-Tub-Your-Next-Vacation.h84543812.Hotel-Information)

Chesapeake

10/10

Exceptional

(3 reviews)

"Impressed with the whole experience. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia M.

$142 nightly

$164 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-Great-Studio-Pool-Hot-Tub-Your-Next-Vacation.h84543812.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/77f922da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/7d849880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/885c8faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/65cc89ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

[](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Close-To-The-Virginia-Beach-Business-District.h106262204.Hotel-Information)

Chesapeake

8.0/10

Very Good

(4 reviews)

"Perfect for what we needed for one day layover before outer Banks"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Michael L.

$161 nightly

$186 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Close-To-The-Virginia-Beach-Business-District.h106262204.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/d0696f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/b70c0249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/6d1c6f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/09a84eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

[](https://www.expedia.com/Chesapeake-Hotels-1-Bedroom-Free-Breakfast-Indoor-Pool-Hot-Tub.h87916951.Hotel-Information)

Chesapeake

$142 nightly

$164 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-1-Bedroom-Free-Breakfast-Indoor-Pool-Hot-Tub.h87916951.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/0a114823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/41222787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/6113856d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/fe49a58a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio | Free Breakfast. Indoor Pool & Hot Tub

[](https://www.expedia.com/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h88179795.Hotel-Information)

Chesapeake

$142 nightly

$164 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-Studio-Free-Breakfast-Indoor-Pool-Hot-Tub.h88179795.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/09547181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/d5fe0f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/38f0dea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/e9f96ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

[](https://www.expedia.com/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h49149734.Hotel-Information)

Chesapeake

10/10

Exceptional

(1 review)

"Very clean , great location. Will stay there again!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tony H.

$150 nightly

$173 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-King-Suite-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h49149734.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/97612ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/123730b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/de1c03e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/3e0a9e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

[](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h115333185.Hotel-Information)

Chesapeake

$162 nightly

$187 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-Free-Breakfast-Indoor-Pool-Hot-Tub-Near-The-Virginia-Beach-Business-District.h115333185.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64400000/64394200/64394144/2e2c8c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/64400000/64394200/64394144/6b6acac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64400000/64394200/64394144/bce867f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/65000000/64400000/64394200/64394144/dee70245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable Beach Trailer Home

[](https://www.expedia.com/Virginia-Beach-Hotels-Comfortable-Beach-Trailer-Home.h64394144.Hotel-Information)

Sandbridge

9.2/10

Wonderful

(80 reviews)

"There were three of us staying there, and we couldn't have been more comfortable and enjoyed the stay more. Loved the space! Loved the area! A great place for a vacation!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph V.

$343 nightly

$402 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-Comfortable-Beach-Trailer-Home.h64394144.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/ba6ecdc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/2a425a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/d07de257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/acfdaf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious RV

[](https://www.expedia.com/Virginia-Beach-Hotels-Luxurious-RV.h106236428.Hotel-Information)

Sandbridge

8.4/10

Very Good

(17 reviews)

"Excellent accommodation close to beach I would stay here again !!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott E.

$343 nightly

$402 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-Luxurious-RV.h106236428.Hotel-Information)

![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/85000000/84050000/84048300/84048231/7e7cfb78.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)

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable & Private 2 Bedrm Cottage w/ King bed.

[](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

Portsmouth

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.

$252 nightly

$293 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/112000000/111290000/111286300/111286290/20ea5b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/112000000/111290000/111286300/111286290/41229e4c.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/112000000/111290000/111286300/111286290/01ec3f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111290000/111286300/111286290/7cdb9ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OV Mosaic - Topaz Suite

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-Topaz-Suite.h111286290.Hotel-Information)

East Ocean View

10/10

Exceptional

(2 reviews)

"We had a wonderful stay in Norfolk, Virginia, at OV. The room was very clean, exactly as described, and just a very short walk to the beach. We brought our dog, and the area was perfect for walks and relaxing. Communication with the property manager was excellent, and the location couldn’t have been better. Would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jose V.

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-Topaz-Suite.h111286290.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)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92360800/92360757/0255f575.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)

![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)

### The Art Door Duplex only minutes from beach

[](https://www.expedia.com/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.

$198 nightly

$230 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h1944x0y0-85007cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h2000x0y0-a6c5a857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h1984x0y0-6e336c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109380000/109375900/109375809/w3000h1840x0y0-254a1ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Speakeasy Downtown Newport News

[](https://www.expedia.com/Newport-News-Hotels-The-Speakeasy-Downtown-Newport-News.h109375809.Hotel-Information)

Downtown Newport News

$225 nightly

$260 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Newport-News-Hotels-The-Speakeasy-Downtown-Newport-News.h109375809.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/fa4ef4ae_edited_e02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/52771e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/0c48cdfd_edited_ac05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels, toilet paper](https://images.trvl-media.com/lodging/119000000/118740000/118736000/118735987/w1170h2080x0y226-2da858ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk

[](https://www.expedia.com/Norfolk-Hotels-Cozy-1-Bedroom-Only-In-Shared-Apartment-With-AC.h118735987.Hotel-Information)

Willoughby Spit

10/10

Exceptional

(2 reviews)

"very friendly host! very patient with me on day of check in, made sure we had everything we needed & more !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shydymond B.

$80 nightly

$95 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Cozy-1-Bedroom-Only-In-Shared-Apartment-With-AC.h118735987.Hotel-Information)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/4672be4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/75e48bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/f2dc84ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78460000/78458100/78458047/6d94dcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bay Cottage private backyard blocks from beach!

[](https://www.expedia.com/Norfolk-Hotels-Cozy-Bay-Cottage-Private-Backyard-Blocks-From-Beach.h78458047.Hotel-Information)

Bayview

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.

$318 nightly

$369 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Cozy-Bay-Cottage-Private-Backyard-Blocks-From-Beach.h78458047.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111290000/111286400/111286316/dfd4efc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111290000/111286400/111286316/01e18cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111290000/111286400/111286316/9d7433bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111290000/111286400/111286316/1603e577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OV Mosaic - River Suite

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-River-Suite.h111286316.Hotel-Information)

East Ocean View

9.2/10

Wonderful

(7 reviews)

"Great place and cool area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt W.

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-River-Suite.h111286316.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/e6432728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/ad2ce570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/284a6ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362824/22d5fe18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sojourn's Harborage unit 6

[](https://www.expedia.com/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362824.Hotel-Information)

East Ocean View

9.2/10

Wonderful

(5 reviews)

"Very comfortable - beds were soft, sheets were great and water pressure was nice. There was a problem with city drains so the parking lot was flooded a couple nights, which caused a lot of dirt to be tracked into the unit, but this wasn't a problem with the rental. Location was close to everything we needed."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ronald K.

$321 nightly

$342 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362824.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)

![Terrace/patio](https://images.trvl-media.com/lodging/53000000/52080000/52074000/52073959/90-3c6fbccd.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)

### Water Front Delight on the Bay

[](https://www.expedia.com/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.

$303 nightly

$351 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Water-Front-Delight-On-The-Bay.h52073959.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111180000/111170900/111170803/91e68449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111180000/111170900/111170803/w1197h797x3y3-a3e65d20.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/112000000/111180000/111170900/111170803/83c54d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111180000/111170900/111170803/117a9cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OV Mosaic - Coconut Suite

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-Coconut-Suite.h111170803.Hotel-Information)

East Ocean View

9.6/10

Exceptional

(7 reviews)

"Great location. Fit our needs perfectly. Highly recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy A.

[](https://www.expedia.com/Norfolk-Hotels-OV-Mosaic-Coconut-Suite.h111170803.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1017h683x4y0-a1249302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-7149d515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-76532017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1016h683x4y0-1d4972e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private 1 Bed Apt - Historic Olde Towne Portsmouth

[](https://www.expedia.com/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.Hotel-Information)

Portsmouth

10/10

Exceptional

(2 reviews)

"Great place. Nice area. Parking was confusing at first but host was very responsive "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ed and Laura S.

$159 nightly

$186 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Portsmouth-Hotels-Private-1-Bed-Apt-Historic-Olde-Towne-Portsmouth.h109587259.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.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=6612&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake%2C+Virginia%2C+United+States+of+America&regionId=6612&latLong=36.767662%2C-76.286817&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Chesapeake Hotel Reviews

![Comfort Suites Chesapeake - Norfolk](https://images.trvl-media.com/lodging/1000000/10000/6600/6570/74e17a93_y.jpg)

### Comfort Suites Chesapeake - Norfolk

10/10 Excellent

"Clean, comfortable, very nice staff! Bed was extremely comfortable! Nice variety of options for breakfast too. Will continue to use Choice Hotels brand, very happy!"

[](https://expedia.com/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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.com/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.com/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.Hotel-Information)

![Comfort Inn Newport News - Hampton I-64](https://images.trvl-media.com/lodging/1000000/20000/10200/10111/01f0ccae_y.jpg)

### Comfort Inn Newport News - Hampton I-64

10/10 Excellent

"Great"

[](https://expedia.com/Newport-News-Hotels-Comfort-Inn-Newport-News-Hampton-I-64.h10111.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.com/Virginia-Beach-Hotels-Wyndham-Virginia-Beach-Oceanfront.h8175.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

"Elegante y personal muy amable "

[](https://expedia.com/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.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

"Es un lugar muy espacioso, muy limpio y el personal muy amable"

[](https://expedia.com/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information)

![Schooner Inn](https://images.trvl-media.com/lodging/2000000/1720000/1711400/1711317/f35c64c2_y.jpg)

### Schooner Inn

10/10 Excellent

"Staff were great, room was clean. "

[](https://expedia.com/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

"Staff was very courteous"

[](https://expedia.com/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information)

## Find out more about Chesapeake

**Everything you need to know about Chesapeake vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesapeake vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesapeake vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesapeake. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesapeake in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chesapeake rentals**

At Expedia, we put the best Chesapeake vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesapeake rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesapeake vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Chesapeake ](https://expedia.com/Chesapeake-Private-Vacation-Homes.d6612-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesapeake ](https://expedia.com/Chesapeake-Apartments.d6612-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chesapeake ](https://expedia.com/Chesapeake-Condos.d6612-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chesapeake ](https://expedia.com/Chesapeake-Cottages.d6612-aaCottages.Travel-Guide-Accommodation)
- [Resorts in Chesapeake ](https://expedia.com/Chesapeake-Resorts.d6612-aaResorts.Travel-Guide-Accommodation)
- [Villas in Chesapeake ](https://expedia.com/Chesapeake-Villas.d6612-aaVillas.Travel-Guide-Accommodation)
- [Motels in Chesapeake ](https://expedia.com/Chesapeake-Motels.d6612-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Chesapeake ](https://expedia.com/Chesapeake-Apart-Hotels.d6612-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Chesapeake ](https://expedia.com/Chesapeake-Bed-And-Breakfast.d6612-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chesapeake ](https://expedia.com/Chesapeake-Guest-Houses.d6612-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake ](https://expedia.com/Chesapeake-Cabins.d6612-aaCabins.Travel-Guide-Accommodation)
- [Houseboats in Chesapeake ](https://expedia.com/Chesapeake-Houseboats.d6612-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Chesapeake ](https://expedia.com/Chesapeake-Agritourism.d6612-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Resorts in Chesapeake ](https://expedia.com/Chesapeake-Condominium-Resort.d6612-aaCondominiumResort.Travel-Guide-Accommodation)
- [RV Parks in Chesapeake ](https://expedia.com/Chesapeake-RV-Parks.d6612-aaRVParks.Travel-Guide-Accommodation)
- [Residences in Chesapeake ](https://expedia.com/Chesapeake-Residences.d6612-aaResidences.Travel-Guide-Accommodation)
- [Inns in Chesapeake ](https://expedia.com/Chesapeake-Inns.d6612-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chesapeake?

### What are some of the best vacation home rentals in Chesapeake?

### How many vacation rentals are there in Chesapeake?

### What’s there to see and do in Chesapeake?

### What’s a vacation rental in Chesapeake like?

### Expedia's Latest Trends

Hotels

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- [Norfolk Hotels](https://expedia.com/Norfolk-Hotels.d2689.Travel-Guide-Hotels)
- [Winchester Hotels](https://expedia.com/Winchester-Hotels.d6056879.Travel-Guide-Hotels)
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- [Newport News Hotels](https://expedia.com/Newport-News-Hotels.d6056964.Travel-Guide-Hotels)
- [Virginia Beach Hotels](https://expedia.com/Virginia-Beach-Hotels.d10271.Travel-Guide-Hotels)
- [Roanoke Hotels](https://expedia.com/Roanoke-Hotels.d3020.Travel-Guide-Hotels)
- [Virginia Beach Oceanfront Hotels](https://expedia.com/Virginia-Beach-Hotels-Oceanfront-Hotels.0-0-d10271-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hampton Hotels](https://expedia.com/Hampton-Hotels.d6067.Travel-Guide-Hotels)
- [Williamsburg Hotels](https://expedia.com/Williamsburg-Hotels.d6296.Travel-Guide-Hotels)
- [Virginia Beach Pet-friendly Hotels](https://expedia.com/Virginia-Beach-Hotels-Pet-Friendly-Hotel.0-0-d10271-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Flights to Syria](https://expedia.com/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Flights to Roanoke](https://expedia.com/Cheap-Flights-To-Roanoke.d3020.Travel-Guide-Flights)
- [Flights to Virginia Beach](https://expedia.com/Cheap-Flights-To-Virginia-Beach.d10271.Travel-Guide-Flights)
- [Flights to Charlottesville](https://expedia.com/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights)

Cars

- [Car rentals in Newport News](https://expedia.com/Car-Rentals-In-Newport-News.d6056964.Car-Rental-Guide)
- [Car rentals in Virginia Beach](https://expedia.com/Car-Rentals-In-Virginia-Beach.d10271.Car-Rental-Guide)
- [Car rentals in Alexandria](https://expedia.com/Car-Rentals-In-Alexandria.d5980.Car-Rental-Guide)

Activities

- [Things to do in Norfolk](https://expedia.com/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)

Packages

- [Virginia Beach Vacation Packages](https://expedia.com/Virginia-Beach.d10271.Destination-Travel-Guides)

Vacation Rentals

- [Vacation Rentals Virginia Beach](https://expedia.com/Virginia-Beach-Vacation-Rentals.d10271.Travel-Guide-VacationRentals)

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