Vacation Homes in Southern Maryland, MD

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Southern Maryland

Don't see what you're looking for?
See all available properties in Southern Maryland
View all properties
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.

Top hotels in Southern Maryland

Find the Best Vacation Homes in Southern Maryland

Why book a vacation home in Southern Maryland?

Vacation homes in Southern Maryland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Southern Maryland?

Private Southern Maryland rental homes range between $82 - $386 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Southern Maryland vacation home rentals. You might look for Southern Maryland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Southern Maryland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Southern Maryland?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Southern Maryland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Southern Maryland hotels and vacation homes that best suit your stay. We also have deals for flights, and Southern Maryland car rentals. You’ll save even more when you bundle your items into a Southern Maryland vacation package!

How many vacation homes are available to book in Southern Maryland?

There are 298 rental homes in Southern Maryland. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Southern Maryland?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Southern Maryland Vacation Homes essential information

Accommodation
298 Vacation Homes
Lowest Price
$82
Highest Price
$386
Popular accommodation
MOUNT VERNON RETREAT 🌸, Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing, Quaint fishing retreat on the lower Potomac Piney Pt, Belle of the Chesapeake Bay, Bright and airy waterfront getaway, Bayfront Maryland Retreat w/ Deck, Near Beaches!, Private Chesapeake Bay Beach community…love to feel the sand between your toes?, Beachside Oasis with Beach Passes & King Suite by A Haven Away, Steps to Chesapeake Bay! 'Callaway Drive Retreat', Sweet Bamboo Beach Cottage

Explore More Ways to Travel with Travelocity