Skip to content
Sign up
Log in
Vacation rentals in Charlestown

Vacation rentals in Charlestown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Charlestown

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

  • Home away from Home
    Private room · 2 guests · 1 bed · 1.5 shared bathrooms
    Home away from Home

    Hello, my name is Jessica!I have a remodeled, fully furnished private guest bedroom that is perfect for those traveling for work.

    What guests are saying:

    “Due to the quarantine my other host cancelled on me but Jessica allowed me to stay with her for 2 weeks on a last minute request. We were both on lockdown for those 2 weeks as well, so I think Tippy the cat was glad to see me leave! 😉 Got some good sleep there and is located near some shops for easy access. Thanks again for hosting me.”

  • Persimmon Pastures
    SUPERHOSTEntire cottage · 5 guests · 3 beds · 1 bathroom
    Persimmon Pastures

    A quiet country setting in North East MD....located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and horseback riding. Pets are allowed. A pet (dog/cat) fee of $10/night/pet will be requested.

    What guests are saying:

    “We had a great time at Kimberly's place. From the moment we arrived we felt at home and at ease. The serene and beautiful grounds were perfect for a well needed get away. Our hosts made every effort to make us feel well taken care of and provided games, toys and books for our little ones- a pleasant surprise we weren't expecting. The home itself which is the feeling inside - was even cleaner than expected due to the dimly lit pictures. It has a rustic yet fresh, clean, and warm feeling. We loved the spaciousness having a full kitchen, living room and 3 bedrooms, with an enclosed area on the side including a full firepit which they happily supplied us with wood to make use of it as well. The only down side was that there have been cats there in the past and I had a minor reaction due to my allergies. but nonetheless the experience was a great one and I would highly recommend and I would go back as well.”

  • The Serenity Room in Aberdeen
    SUPERHOSTPrivate room · 2 guests · 1 bed · 2 shared bathrooms
    The Serenity Room in Aberdeen

    Close to Super Walmart, APG, Bel Air, Havre De Grace and grocery stores. Baltimore is 25 minutes away.

    What guests are saying:

    “Such a cute place! It felt like a mini hotel and my room was bigger than I expected! Andrea responded so quick to my questions and everything was very clear. It’s such an easy drive from APG so that was helpful as well. I would recommend this Airbnb!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Charlestown holiday rentals

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

Other great holiday rentals in Charlestown

Waterfront Cabin on the Chesapeake
SUPERHOSTEntire cabin
Waterfront Cabin on the Chesapeake
Price:€311 / night
Private room and bath in second floor.
SUPERHOSTPrivate room
Private room and bath in second floor.
Price:€44 / night
Bonfire by the Creek!
SUPERHOSTEntire house
Bonfire by the Creek!
Price:€156 / night
Carriage House Suite on NE Creek!
SUPERHOSTPrivate room
Carriage House Suite on NE Creek!
Price:€98 / night
Basement living space w/bedroom
SUPERHOSTEntire house
Basement living space w/bedroom
Price:€39 / night
Quiet Room in Newark DE
SUPERHOSTPrivate room
Quiet Room in Newark DE
Price:€36 / night
Sally's retreat
SUPERHOSTPrivate room
Sally's retreat
Price:€44 / night
Cozy Stay Near University of Delaware
SUPERHOSTPrivate room
Cozy Stay Near University of Delaware
Price:€44 / night
Syd Acres
SUPERHOSTEntire guest suite
Syd Acres
Price:€133 / night
The people's house.
SUPERHOSTPrivate room
The people's house.
Price:€36 / night
Top of the Chesapeake - Private Waterfront Home
SUPERHOSTEntire house
Top of the Chesapeake - Private Waterfront Home
Price:€177 / night
Studio apartment with off street parking
SUPERHOSTEntire guest house
Studio apartment with off street parking
Price:€72 / night
Show all