St. Mary's County holiday homes

We found 511 holiday rentals — enter your dates for availability

Select from 75 homes, 42 cottages and other holiday rentals in St. Mary's County to find one that's perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Popular St. Mary's County destinations on Bookabach

Leonardtown
Leonardtown

Holiday rentals with weekly discounts - St. Mary's County

Showing deals for:20 Feb - 27 Feb

Image gallery for Cottage Located on the Patuxent River!

Room
10 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)

Cottage Located on the Patuxent River!

Prince Frederick, MD

9% off
Price is NZ$3,846
for 7 nights, 1 cottage
NZ$549 per night
includes taxes & fees
Cottage Located on the Patuxent River!

Find spaces that suit your style

Choose a holiday rental for your St. Mary's County getaway

Learn about the unique charm of St. Mary's County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, 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 find attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes St. Mary's County a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Maryland International Raceway (13 mi / 21 km)
  • Running Hare Vineyard (15.1 mi / 24.3 km)
  • Ingleside Vineyards (21.8 mi / 35.1 km)
  • Ingleside Vineyards (22.2 mi / 35.8 km)
  • White Plains Golf Course (25.1 mi / 40.4 km)
  • Chesapeake Beach Water Park (28.2 mi / 45.4 km)

Exploring the natural landscape of St. Mary's County

Whether you're looking for adventure or just want to take in the scenery, St. Mary's County is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Annmarie Sculpture Garden and Arts Center (10.5 mi / 16.9 km)
  • Piney Point Beach (12.2 mi / 19.6 km)
  • Saint George Island Beach (14.6 mi / 23.6 km)
  • Matoaka Beach (15 mi / 24.2 km)
  • Westmoreland State Park (16 mi / 25.7 km)
  • Elms Beach Park (16 mi / 25.8 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in St. Marys County?
Houses are the most popular type of holiday home in St. Marys County, according to our data. Even if you've got a different idea about what you want, Bookabach 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 holiday home in St. Marys County?
A number of things influence the price of a holiday home in St. Marys County, such as the type of property, season and length of stay. But, all of our holiday 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 holiday home 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 Bookabach 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 home amenities in St. Marys County?
Some of the most popular home amenities people search for in St. Marys County include a fridge, a microwave oven and off-street parking options. Whether you're travelling with friends, family or even pets, Bookabach holiday properties have the best amenities for beginning new traditions with the people that matter most.
Are there large group holiday homes in St. Marys County?
St. Marys County has 17 holiday 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 holiday homes in St. Marys County?
Take your pick of 15 two-bedroom holiday 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 holiday homes with WiFi in St. Marys County?
Whether you want to keep up with world events, check emails or surf social media, there are 33 holiday homes with WiFi in St. Marys County. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How old do you have to be to rent a holiday home in St. Marys County?
The minimum age is generally 16, 18 or 21. It can change across properties on Bookabach, so look at the rules of your preferred St. Marys County stay before making a booking.
How long can I rent a holiday home in St. Marys County for?
The amount of time you can rent a St. Marys County holiday 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 holiday more convenient and enjoyable, such as laundries and air conditioning. Some Bookabach holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.

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