Vacation Homes in Southern Maryland
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Vacation Homes in Southern Maryland

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Screened Patio, Deck & Grill: Saint Inigoes Home!

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

4-bedroom house in awesome Temple Hills with AC, WiFi. Enjoy your stay

MD/VA/DC. Smallwood State Park

The Blue Crab Beach House - Free beach passes

Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

The Cottage

Belle of the Chesapeake Bay

4-BR Unique Waterfront House - Your Perfect Escape
Top trending hotels in Southern Maryland

Gaylord National Resort & Convention Center
Vacation Rentals in Southern Maryland
What kind of vacation do you want in Southern Maryland? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Southern Maryland that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Southern Maryland, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Southern Maryland Vacation Homes essential information
Accommodation | 223 Vacation Homes |
---|---|
Lowest Price | CA $90 |
Highest Price | CA $496 |
Popular accommodation | Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Screened Patio, Deck & Grill: Saint Inigoes Home!, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks, Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits! , 4-bedroom house in awesome Temple Hills with AC, WiFi. Enjoy your stay, MD/VA/DC. Smallwood State Park, The Blue Crab Beach House - Free beach passes , Waterfront Lusby Retreat w/ Deep-Water Dock & Slip, The Cottage , Belle of the Chesapeake Bay, 4-BR Unique Waterfront House - Your Perfect Escape |