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Holiday rentals in Chesapeake

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.

Colley Manor - Starboard Suite
Entire flat · 4 guests · 2 beds · 1 bathroom

Colley Manor - Starboard SuiteWe are still accepting reservations and are following the CDC’s recommendation for cleaning between each guest.. The Starboard Suite is a 2 bedroom, 1-bathroom, condo (sleeps 4) in a beautifully restored building in historic Ghent. Located just blocks from great restaurants, downtown Norfolk, CHKD, EVMS, Norfolk General, and a short drive to Virginia Beach and Ocean View Beach.Every detail has been taken care of to make this a comfortable and unique AirBnb stay. Also available for monthly rental. Please submit inquiry for monthly availability. -All utilities included in monthly rent **Strict no party or event policy (anything over max occupancy of 4 people is considered a party/event). See house rules below for more information**

Storybook Cottage
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bathroom

Storybook CottageWithin walking distance to waterfront, marinas, shopping, dining, microbreweries, arts and museum district. Short drive to beaches, NASA/Langley AFB, Hampton U., and Ft. Monroe. Centrally located off I-64 between Williamsburg and Va. Beach. Quiet and cozy. Has private front and rear entrances and covered private back porch. Good for couples and business travelers. Complimentary coffee, tea , water, etc. No 3rd party reservations. Check in after 3 p.m. Self check-in.

Adorable Cottage Loft Apartment by the Bay!
SUPERHOST
Entire apartment · 4 guests · 2 beds · 1 bathroom

Adorable Cottage Loft Apartment by the Bay!This bright, sunny upstairs apartment is the most welcoming, comfortable and convenient place you'll find to stay in the beach town of Ocean View. We completely renovated and furnished this little gem with your enjoyment in mind! It offers off-street parking, laundry, two bedrooms with queen beds, gorgeous kitchen stocked for your stay, Smart TV, internet, and a great location right off the Ocean View Golf Course about four blocks from the Chesapeake Bay!

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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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 house
  2. Norfolk
3-bed/1-bath Beach Bungalow
$133 SGD per night
SUPERHOST
  1. Private room
  2. Norfolk
Charming Bedroom in Historic House!
$107 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
*NEW* Virginia Beach Studio
$70 SGD per night
  1. Private room
  2. Virginia Beach
COZY Private room with a private entrance!
$67 SGD per night
SUPERHOST
  1. Private room
  2. Chesapeake
River House Private Studio Apt-Poolside
$168 SGD per night
  1. Entire guest suite
  2. Virginia Beach
Guest Apartment on the Lake
$150 SGD per night
SUPERHOST
  1. Entire guest house
  2. Hampton
Sun Sea and Sand - (smoking in designated areas)
$174 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Virginia Beach
Spirit Bear Lake! Spacious, peaceful, and private.
$169 SGD per night
SUPERHOST
  1. Entire house
  2. Virginia Beach
The Modern Barn at Hunt Club Farm
$402 SGD per night
SUPERHOST
  1. Entire house
  2. Norfolk
Ocean Views Free Breakfast King Bed Cable WIFI
$245 SGD per night
  1. Entire house
  2. Norfolk
Cozy Coastal Home
$94 SGD per night
SUPERHOST
  1. Private room
  2. Virginia Beach
Beach Get Away
$67 SGD per night

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