St. Mary's County Vacation Rentals, Maryland: house rentals & more

Select from 69 homes, 35 cottages, and other vacation rentals in St. Mary's County to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as WiFi and a pool. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Find the best place to stay - St. Mary's County

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Sleeps 3 · 1 bedroom · 1 bathroom

Popular St. Mary's County destinations on Vrbo

Find spaces that suit your style

House

Condo/Apartment

Top rated rentals - St. Mary's County

A Little Piece of Heaven

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Choose a vacation rental for your St. Mary's County getaway

Learn about the unique charm of St. Mary's County with a stay in a private vacation home. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around St. Mary's County

Are you hoping to discover things to do during your stay? Venture out of your vacation home and experience everything that St. Mary's County has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

Maryland International Raceway (13 mi / 21 km)
Chesapeake Beach Water Park (28.2 mi / 45.4 km)
Port of Leonardtown Winery (1.4 mi / 2.3 km)
Running Hare Vineyard (15.1 mi / 24.3 km)
Ingleside Vineyards (21.8 mi / 35.1 km)
White Plains Golf Course (25.1 mi / 40.4 km)

Exploring the natural landscape of St. Mary's County

Whether you're an adventurous traveler or just want to appreciate the scenery, St. Mary's County is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

Piney Point Beach (12.2 mi / 19.6 km)
Calvert Cliffs State Park (13 mi / 20.9 km)
Westmoreland State Park (16 mi / 25.7 km)
Colonial Beach (17.8 mi / 28.7 km)
Breezy Point Beach (23.7 mi / 38.2 km)
Point Lookout State Park (23.8 mi / 38.3 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in St. Marys County?

Houses are the most popular type of vacation rental in St. Marys County, according to our data. Even if you've got a different idea about what you want, Vrbo has properties in a variety of shapes and sizes. Filter our options to find your ideal match.

How much does it cost to rent a vacation rental in St. Marys County?

A number of things influence the price of a vacation rental in St. Marys County, such as the type of property, season and length of stay. But, all of our vacation homes have something in common — excellent value. Just enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in St. Marys County?

The average price for a vacation rental near the beach in St. Marys County will depend on when you're going and the size and style of property you're looking for. You can easily find prices on Vrbo by entering your preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you prefer, such as WiFi, a pool and air conditioning.

What are popular rental amenities in St. Marys County?

Some of the most popular rental amenities people search for in St. Marys County include a fridge, a microwave oven and off-street parking options. Whether you're traveling with friends, family or even pets, Vrbo vacation properties have the best amenities for beginning new traditions with the people that matter most.

Are there large group vacation rentals in St. Marys County?

St. Marys County has 17 vacation homes that can host 10 or more guests. These stays come with the space you need to enjoy good times with loved ones.

What are the top attractions for families in St. Marys County?

Keeping the kids entertained during your stay in St. Marys County is simple with these exciting family-friendly attractions:

Budds Motorcross Speedway
Maryland International Raceway
Point Lookout State Park

Can I find two-bedroom vacation rentals in St. Marys County?

Take your pick of 15 two-bedroom vacation properties in St. Marys County. Put the kids in the second room or fill it with a couple of your nearest and dearest friends. There's enough space for whoever's fortunate enough to be coming along for the ride.

Are there vacation rentals with WiFi in St. Marys County?

Whether you want to keep up with world events, check emails or surf social media, there are 33 vacation homes with WiFi in St. Marys County. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How old do you have to be to rent a vacation rental in St. Marys County?

The minimum age is generally 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your preferred St. Marys County stay before making a booking.

How long can I rent a vacation rental in St. Marys County for?

The amount of time you can rent a St. Marys County vacation home for is up to each property. Simply put in your preferred travel dates to view options offering extended stays. They feature all you require to make your extended vacation more convenient and enjoyable, such as laundries and air conditioning. Some Vrbo vacation properties may also offer weekly or monthly discounts, so you can stay even longer for less.