Search Condos Rentals in Charles Town from CA $242

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Charles Town Condo Rentals

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Enjoy a spacious kitchen with a central island, dining area, and comfortable seating.

Upscale Walkup Apartment in the Heart of Historic Charles Town, WV

10.0 out of 10, Exceptional, (1)
"My wife and I wanted to get away for a quick n easy Valentine's Day and so I tried VRBO to find something relatively close and reasonable. We both like to hit venture and try new things, and hit the Casino if there is one.So often we've visited the Charles Town Casino and Horse Track, and didn't even realize there was an entire historic downtown area. Talk about a surprise and a quaint and lovely area. I can only hope it continues to grow and prosper. The downtown coffee shop we walked to...
Upscale Walkup Apartment in the Heart of Historic Charles Town, WV
Cozy 2-bedroom condo in charming Stephens City
Relax in a serene outdoor space with a lounge chair and breathtaking views of the lush landscape.

Cozy 2-bedroom condo in charming Stephens City

10.0 out of 10, Exceptional, (1)
"This was the perfect location for our little get away. We had Easter lunch, played games, and stayed in a very clean nice place!!"
The price is CA $242
CA $323 total
includes taxes & fees
Aug 17 - Aug 18
Cozy 2-bedroom condo in charming Stephens City
Historic District Downtown Winchester
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a flat-screen TV.

Historic District Downtown Winchester

9.8 out of 10, Exceptional, (8)
"We love coming here. Great place and great location."
Historic District Downtown Winchester
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charles Town Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Safe easy exercise from interstate "
timothy 1-night trip
Posted 22 hours ago
La Quinta Inn & Suites by Wyndham Winchester