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Holiday rentals in Chesapeake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chesapeake

Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious  In Law Master Suite
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bathroom

Spacious In Law Master SuiteBeautiful private in law suite with private bathroom in the suburbs of Chesapeake close to the interstate, military bases, restaurants & malls. Short drive to Virginia Beach.

Rebecca’s Place
W. Ghent  walking distance to EVMS
SUPERHOST
Private room · 1 guest · 1 bed · 1 private bathroom

Rebecca’s Place W. Ghent walking distance to EVMSThe bedroom comes with wifi, 40" flatscreen cable tv, microwave, refrigerator, coffee pot, and other amenities available for our guest. We want our guest to have all the creature comforts of home. Just minutes to EVMS, ODU, and Downtown.

Charming Bedroom in Historic House!
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bathroom

Charming Bedroom in Historic House!PLEASE NOTE: To minimize Covid 19 exposure, all visitors must be approved and guests must wear a mask when outside your wing. Your room is cozy and sheltered while looking into the branches of a beautiful oak tree. It is located on the top, third story of our home. A good night's sleep is very important to us, so we installed an ergonomic foam Nectar mattress and pillows. Your private bathroom is just down the hall from your room. We provide soap, shampoo, and conditioner, as well as towels.

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Chesapeake holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chesapeake

  1. Entire flat
  2. Norfolk
Colley Manor - Starboard Suite
₹7,265 per night
SUPERHOST
  1. Private room
  2. Chesapeake
Cozy & Quiet Room for Dog Lovers
₹3,092 per night
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
*NEW* Virginia Beach Studio
₹4,352 per night
SUPERHOST
  1. Entire guest suite
  2. Hampton
Storybook Cottage
₹6,672 per night
SUPERHOST
  1. Private room
  2. Chesapeake
River House Private Studio Apt-Poolside
₹10,590 per night
  1. Entire house
  2. Hampton
NEW 'Nautical Adventure' close to Buckroe Beach!
₹11,861 per night
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
Spirit Bear Lake! Spacious, peaceful, and private.
₹9,372 per night
SUPERHOST
  1. Entire guest house
  2. Chesapeake
Beautiful and Chic, One Room Studio Apartment
₹5,686 per night
SUPERHOST
  1. Entire house
  2. Virginia Beach
The Modern Barn at Hunt Club Farm
₹22,736 per night
SUPERHOST
  1. Entire house
  2. Norfolk
Ocean Views Free Breakfast King Bed Cable WIFI
₹14,984 per night
SUPERHOST
  1. Entire apartment
  2. Norfolk
Adorable Cottage Loft Apartment by the Bay!
₹7,265 per night
SUPERHOST
  1. Entire guest suite
  2. Chesapeake
Sweet Suite!
₹6,460 per night

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