Title: Chesapeake Vacation Rentals from $134: 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 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6612&startDate=2026-06-05&endDate=2026-06-07&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)

![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)

![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.

$233 nightly

$270 total

Feb 18 - Feb 19

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/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)

![Interior](https://images.trvl-media.com/lodging/89000000/88180000/88179800/88179795/95f6e444.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)

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

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

Chesapeake

$146 nightly

$167 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333185/38b2366a.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

$179 nightly

$206 total

Feb 16 - Feb 17

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)

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

![Interior](https://images.trvl-media.com/lodging/88000000/87920000/87917000/87916951/475fb7bf.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

$159 nightly

$182 total

Feb 22 - Feb 23

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/112000000/111920000/111919000/111918957/w1426h780x14y570-fb8f7c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111920000/111919000/111918957/w1440h1074x0y423-08d61f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111920000/111919000/111918957/w1440h1075x0y423-5ffcab7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111920000/111919000/111918957/w1440h1074x0y423-355b4c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful home in Chesapeake

[](https://www.expedia.com/Chesapeake-Hotels-Beautiful-Home-In-Chesapeake.h111918957.Hotel-Information)

Greenbrier East

9.8/10

Exceptional

(20 reviews)

"Our stay was wonderful, everything was as expected and the location is great!"

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

Vanessa R.

$497 nightly

$574 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Hotels-Beautiful-Home-In-Chesapeake.h111918957.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)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84550000/84543900/84543812/f76cf892.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)

### 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.

$146 nightly

$167 total

Feb 18 - Feb 19

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/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)

![Dining](https://images.trvl-media.com/lodging/50000000/49150000/49149800/49149734/5da4f642.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

9.0/10

Wonderful

(2 reviews)

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

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

Tony H.

$166 nightly

$190 total

Feb 16 - Feb 17

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)

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

![Interior](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/f7175697.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)

![Dining](https://images.trvl-media.com/lodging/107000000/106270000/106262300/106262204/7d849880.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.

$179 nightly

$206 total

Feb 16 - Feb 17

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)

![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)

![Living area](https://images.trvl-media.com/lodging/107000000/106240000/106236500/106236428/771c267a.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 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-Luxurious-RV.h106236428.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/65000000/64400000/64394200/64394144/23c4f4fb.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)

![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)

"The stay was great. We loved walking around the neighborhood at sunset to see the view over the water. We would definitely stay here again. "

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

Maddi S.

$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)

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w3329h4096x0y0-fe9e2a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/f95e63dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/825456ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/7e7cfb78.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

9.8/10

Exceptional

(17 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.

$254 nightly

$295 total

Feb 16 - Feb 17

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/93000000/92370000/92360800/92360757/18e03d55.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)

![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 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Virginia-Beach-Hotels-The-Art-Door-Only-Minutes-From-Beach.h92360757.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/w1016h683x4y0-1d4972e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109590000/109587300/109587259/w1018h683x3y0-2de6848c.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 16 - Feb 17

Total with taxes and fees

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362822/89daed3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362822/4698a27d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362822/a874ca37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/109000000/108370000/108362900/108362822/633ae379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 9549 # 7 Sojourn's Harborage # 7

[](https://www.expedia.com/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362822.Hotel-Information)

East Ocean View

8.6/10

Excellent

(8 reviews)

"The dwelling was nice and clean. It was nicely decorated and comfortable."

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

Tanisha G.

$311 nightly

$330 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Sojourns-Harborage-Pet-Friendly.h108362822.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)

![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)

![Dining](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731452/40b792ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knot Three- Balcony View of ICW- Dog Friendly!

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

$203 nightly

$229 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Coinjock-Hotels-Knot-Three-Balcony-View-Of-ICW-Dog-Friendly.h95731452.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)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56880000/56871100/56871083/6cfdfb81.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)

![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.com/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.

$286 nightly

$332 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92606300/92606292/dd08d610.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)

### Sojourn | Coastal Cottage | 3 BR

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

$395 nightly

$425 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Norfolk-Hotels-Sojourn-Coastal-Cottage-3-BR.h92606292.Hotel-Information)

![Cottage, 3 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/3bdb2e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms | Living room | Smart TV](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/36c79d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms | Living room | Smart TV](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/ecce39cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 3 Bedrooms | Beach | On the beach](https://images.trvl-media.com/lodging/79000000/78280000/78276200/78276199/b0f90467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Manor And Mutts #2 3 Bedroom Cottage by RedAwning

[](https://www.expedia.com/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.Hotel-Information)

Willoughby Spit

[](https://www.expedia.com/Norfolk-Hotels-Manor-And-Mutts-2-3-Bedroom-Cottage.h78276199.Hotel-Information)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/b907e7e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h1800x0y0-3cb222a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h2896x0y0-09312f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109380000/109375800/109375775/w3000h1680x0y0-4cb4cbae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ice Ice Baby Downtown Newport News

[](https://www.expedia.com/Newport-News-Hotels-Ice-Ice-Baby-Downtown-Newport-News.h109375775.Hotel-Information)

Downtown Newport News

10/10

Exceptional

(2 reviews)

"Loved the place.. clean and quiet!! Perfect for a weekend getaway "

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

Nicole

$232 nightly

$268 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Newport-News-Hotels-Ice-Ice-Baby-Downtown-Newport-News.h109375775.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3225x0y7-3b239459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3240x0y0-09e990b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w4320h3209x0y0-902a2623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123850000/123849300/123849297/w1080h809x0y3-83ae0511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wild Horses - 4x4 Beach - Quiet & Cozy

[](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.Hotel-Information)

Corolla

$350 nightly

$395 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Corolla-Hotels-Salty-Sea-Dog-Cottage-4x4-Beach-Quiet-Cozy.h123849297.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=2026-02-28&endDate=2026-03-01&regionId=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)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6612)

## 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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APART_HOTEL)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=HOUSE_BOAT)

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=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

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## Top Chesapeake Hotel Reviews

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

### Schooner Inn

10/10 Excellent

"Yes"

[](https://expedia.com/Virginia-Beach-Hotels-Schooner-Inn.h1711317.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

"Dana checked me in and he was very polite and informative. All of the workers were very courteous and acknowledged me as I walked through the halls and every morning at breakfast. Great stay! "

[](https://expedia.com/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.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 perfect "

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

"Yes, the room was spotless and the was great!"

[](https://expedia.com/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information)

![Holiday Inn & Suites Virginia Beach North Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/16300/16268/631516bd_y.jpg)

### Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent

"Great staff, great suites - still our go-to."

[](https://expedia.com/Virginia-Beach-Hotels-Holiday-Inn-Suites-Virginia-Beach-North-Beach.h16268.Hotel-Information)

![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/c80e2694_y.jpg)

### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

10/10 Excellent

"clean room, great stuff, great breakfast, excellent location."

[](https://expedia.com/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.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 was amazing!! Very Clean "

[](https://expedia.com/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.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

"The room was spotless and the top notch"

[](https://expedia.com/Chesapeake-Hotels-Wingate-By-Wyndham-Chesapeake.h1513238.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 attentive and friendly staff. Clean. "

[](https://expedia.com/Chesapeake-Hotels-Comfort-Suites-Chesapeake-Norfolk.h6570.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 $134 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
- All accommodation types in Chesapeake

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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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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- [Harrisonburg Hotels](https://expedia.com/Harrisonburg-Hotels.d6056902.Travel-Guide-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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- [Chincoteague Hotels](https://expedia.com/Chincoteague-Hotels.d55637.Travel-Guide-Hotels)
- [Danville Hotels](https://expedia.com/Danville-Hotels.d6056951.Travel-Guide-Hotels)
- [Lynchburg Hotels](https://expedia.com/Lynchburg-Hotels.d2187.Travel-Guide-Hotels)
- [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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