Villas in Southern Maryland

    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
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Villas in Southern Maryland

Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning
Private kitchen

Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning

3.0 star property
Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning
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

Frequently asked questions

Why book your villa in Southern Maryland with Expedia?
Expedia makes it easy to find your ideal villa in Southern Maryland. Travelling with the kids? Use our filters to look for stays with perks like a pool. If you have a budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the perfect place that gels with your taste and style.
How can I find cheap villas in Southern Maryland?
A fantastic way to compare cheap villas in Southern Maryland is with Expedia's filter tool. Narrow your search results by budget, amenities and star rating to discover awesome deals in just a few keystrokes.
What is there to do near my villa in Southern Maryland?
Southern Maryland offers so much to see and do, it can be tricky to figure out where to begin. If you're spending some time in Upper Marlboro, Lake Presidential Golf Club is a much-loved attraction for both young and old.