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Vacation rentals in Chesapeake

Vacation 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.

  • Private Basement Suite - Min. from airport/UC/CAMC
    SUPERHOSTEntire guest suite · 4 guests · 1 bed · 1 bathroom
    Private Basement Suite - Min. from airport/UC/CAMC

    For the next few weeks we will be deeply cleaning and disinfecting our space after each guest! We want to help keep our guests as safe as possible. Our house is nestled in the beautiful forest of South Hills. We are just down the road from a large shopping center with many stores and restaurants. It is conveniently located just a few minutes away from downtown Charleston, the University of Charleston, Yeager airport, and CAMC Memorial hospital and CAMC General hospital.

    What guests are saying:

    “I’ve stayed with Mark & Kaycee several times now and they are my first choice whenever I travel to Charleston. Exceeded my expectations the first time and every time since. Plenty of space, very clean, comfortable bed, and plenty of content on TV. Definitely recommend their place if you are spending a couple or many nights in the area.”

  • A Cozy Stay in Charleston WV Private Bedroom 3
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bathroom
    A Cozy Stay in Charleston WV Private Bedroom 3

    Smokers are not allowed due to allergies. Conveniently located (0.5) miles from I-64 and (3.0) miles from downtown Charleston and close to Yeagar Airport (CRW) and all of our Hospitals. We will cater to longterm guests and travel nurses. This place is super clean (smells new), very safe/secure, and completely comfortable/quiet/relaxing (3) bedroom (1,700+ square feet), (2.5) baths. $55 off your first trip. https://abnb.me/e/o08O9fi3L5?suuid=8c467305-7667-411a-bd94-bd21bd7dfa31&slevel=0

    What guests are saying:

    “Location is convenient (read: no traffic, easy navigation), safe, very clean, Todd is very responsive to messages and an exemplary host. House has everything you need (coffee pot, dishes, etc), very pleasant experience.”

  • Pineapple Home.... meaning Welcome Home
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bathroom
    Pineapple Home.... meaning Welcome Home

    I live in a very nice subdivision, a very safe and family friendly area. My home is a one story house. You may park your car in front of the house. While staying in my home, I will be available but will respect your space and privacy. I love talking with and meeting new people.

    What guests are saying:

    “Keith Ann's place is amazing it is located perfect it is in a safe area and super clean she goes above and beyond to make sure you feel at home she gives you plenty of privacy and she is easy to get ahold of through a text or message on Airbnb the shower is amazing it is better than hotels and the bed is super soft she has super fluffy towels and also has everything you need like shampoos and soaps you will not be disappointed she is amazing and very welcoming and I will return here again if I am in the area”

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

Historic home (Blue), secs from I-64 & downtown!
SUPERHOSTPrivate room
Historic home (Blue), secs from I-64 & downtown!
Price:€28 / night
Camp Katherine
SUPERHOSTEntire cottage
Camp Katherine
Price:€81 / night
Sanctuary
SUPERHOSTEntire house
Sanctuary
Price:€44 / night
Blake’s on Park Avenue
SUPERHOSTEntire house
Blake’s on Park Avenue
Price:€55 / night
Cedar Hill-Nice Apartment close to I-64 Charleston
SUPERHOSTEntire flat
Cedar Hill-Nice Apartment close to I-64 Charleston
Price:€87 / night
Convenient South Hills basement apartment
SUPERHOSTEntire guest suite
Convenient South Hills basement apartment
Price:€37 / night
South Hills Cottage Close to Hospitals
SUPERHOSTPrivate room
South Hills Cottage Close to Hospitals
Price:€27 / night
Quiet artistic suite with fenced backyard & garden
Entire guest suite
Quiet artistic suite with fenced backyard & garden
Price:€44 / night
TT's Par 1 "Someplace Special"
SUPERHOSTPrivate room
TT's Par 1 "Someplace Special"
Price:€34 / night
Staycation! Bright- Zen 1BR Apt. by state Capital
SUPERHOSTPrivate room
Staycation! Bright- Zen 1BR Apt. by state Capital
Price:€58 / night
Peacefull living
SUPERHOSTEntire flat
Peacefull living
Price:€38 / night
The Strawn Chalet
SUPERHOSTPrivate room
The Strawn Chalet
Price:€49 / night
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