Search Villas in Southern Maryland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 2 Villas in Southern Maryland with updated reviews, rates, and availability.

Leo Farm Villa - Beautiful Country Retreat by RedAwning
Fridge, microwave, oven, coffee/tea maker

Leo Farm Villa - Beautiful Country Retreat by RedAwning

Leo Farm Villa - Beautiful Country Retreat by RedAwning
Leo Farm Villa - Beautiful Country Retreat 5 Bedroom Villa by RedAwning
Villa, 5 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

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.
Don't see what you're looking for?
See all available properties in Southern Maryland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southern Maryland

The Blue Crab Beach House - Free beach passes
Miscellaneous

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (52)
"The Blue Crab Beach House was perfect for my wife and I and our dog. Very comfortable with a great backyard space for our dog. We loved the location - it’s just a short walk to restaurants and the bay. Very enjoyable stay and we hope to return."
The Blue Crab Beach House - Free beach passes
Club Wyndham National Harbor, Maryland, 1 Bedroom Deluxe Suite
Exterior

Club Wyndham National Harbor, Maryland, 1 Bedroom Deluxe Suite

Club Wyndham National Harbor, Maryland, 1 Bedroom Deluxe Suite
Modern Waterfront House with amazing views of the ChesapeakeBay!
Fridge, microwave, oven, stovetop

Modern Waterfront House with amazing views of the ChesapeakeBay!

Modern Waterfront House with amazing views of the ChesapeakeBay!
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.

Frequently asked questions

Why book your villa in Southern Maryland with Expedia?
Expedia makes it easy to find your ideal villa in Southern Maryland. Traveling 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.