St. Mary's County vacation rentals

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April 2025

May 2025

Select from 72 homes, 37 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.

Popular St. Mary's County destinations on Vrbo

Leonard town is a charming and lovely town! It looks different in both seasons summer and winter. ❄️🌨

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

Showing deals for:Aug 1 - Aug 8

Sit on the patio and enjoy your coffee in the morning.

Exceptional

(19 reviews)

Stunning Water Front Home with Private Dock and Beach and Sunsets

Lusby, MD

10% off

Warm and Homey with Beautiful River Front Views

Exceptional

(11 reviews)

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cobb Island, MD

10% off

1910 Victorian Home on Village Main Street

Exceptional

(13 reviews)

Reedville Retreat, waterfront w/ private dock &outdoor sink-for fishing/crabbing

Reedville, VA

25% off

Explore the peaceful waterways (Rental Canoe is complimentary for cabin guests)

Exceptional

(66 reviews)

"Gull Cottage" Charming Tiny House on Chesapeake Bay-Boat Launch/Slip included

Heathsville, VA

10% off

Exceptional

(19 reviews)

250 steps to beach & 4 blocks to boardwalk! Early/late in & out is standard!

Colonial Beach, VA

5% off

Wonderful

(20 reviews)

Enjoy the wonderful views at this Riverfront Cabin, Horn Harbor Chesapeake Bay!

Burgess, VA

10% off

Every sunrise brings new hope for a brighter future.

Exceptional

(47 reviews)

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD. 🏝️🦀🎣

Fishing Creek, MD

10% off

Find spaces that suit your style

House

Condo/Apartment

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

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Sleeps 9 · 3 bedrooms · 2+ bathrooms

Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths

Sleeps 9 · 5 bedrooms · 4 bathrooms

Top rated rentals - St. Mary's County

Ridge Vacation Rental | 4BR | 4.5BA | 3,000 Sq Ft | 5 Steps Required to Access

Excellent!

Take the kayaks out ( 2 available with life jackets)

Premier Host

Memories Made

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:

Perigeaux Vineyards and Winery (11.2 mi / 18.1 km)
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)

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:

St. Mary's River State Park (5.1 mi / 8.2 km)
St. Clement's Island State Park (8 mi / 12.9 km)
Annmarie Sculpture Garden and Arts Center (10.5 mi / 16.9 km)
Piney Point Beach (12.2 mi / 19.6 km)
Battle Creek Cypress Swamp Sanctuary (14 mi / 22.6 km)
Cove Point Beach (14.8 mi / 23.9 km)

Frequently asked questions

What is the best area to stay in St. Mary's County when booking a vacation rental?

If you’re thinking about a stop in St. Mary’s County, Mechanicsville is one of the most sought-after areas to book a vacation home. While you’re here, pay a visit to awesome sights like Maryland International Raceway and Budds Motorcross Speedway.

What is the most popular type of vacation rental accommodation in St. Mary's County?

The most in-demand types of vacation rentals in St. Mary’s County are cottages. Ready for more choices? Vrbo has plenty of options to match our guests’ unique requirements, so you’ll see properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — discover yours today.

How much does it cost to rent a vacation rental in St. Mary's County?

Season, property type and length of stay are some factors that can affect the price of a vacation home. Simply click on your travel dates to find the ultimate escape. From quaint country cottages to sprawling villas, all Vrbo vacation rentals offer terrific value.

How much does it cost to rent a beach house in St. Mary's County?

The average price for a vacation home by the beach in St. Mary’s County depends on when you’ll be there and the type and size of property you want. You can find prices easily and quickly on Vrbo by entering your travel dates and destination. Then make use of the filter tool to select the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in St. Mary's County?

Yes. There are. You can choose from 30 vacation rentals that allow pets in St. Mary’s County on Vrbo. Our furry friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a property where Fido can be near his favorite humans.

Are there large group vacation rentals in St. Mary's County?

With 19 properties that can host 10 people or more in St. Mary’s County, you won’t have to keep your invite list short. From extended family vacations to special events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.

What are the top attractions for families in St. Mary's County?

Keeping the kids happy during your St. Mary’s County vacation is a breeze with these top family-friendly attractions:

Point Lookout State Park
Budds Motorcross Speedway
Maryland International Raceway

Are there one-bedroom vacation rentals in St. Mary's County?

Yes, you’ll find 8 one-bedroom properties in St. Mary’s County to pick from. A one-bedroom vacation property is an excellent option if it’s just you and your sweetheart or if you’re flying solo. Toss in more convenience, space and privacy compared to a regular hotel, and you’ve got yourself a memorable getaway.

Can I find two-bedroom vacation rentals in St. Mary's County?

St. Mary’s County has 15 two-bedroom vacation properties for you to select from. Go for a vacation home with all the comfort and space you want at a fantastic price on Vrbo.

Are there vacation rentals with WiFi in St. Mary's County?

Whether you’d like to keep up with the latest news, reply to emails or surf social media, there are 36 vacation homes with WiFi in St. Mary’s County. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.

How can I find vacation rentals with air conditioning in St. Mary's County?

St. Mary’s County has 71 vacation rentals where you can chill out in air-conditioned comfort. To find a property on Vrbo offering this amenity, choose your travel dates and use the filter tool to select the “air conditioning” box.

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

The minimum age can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in St. Mary’s County you’re considering. But in general, it’s 16, 18 or 21.

How long can I rent a vacation rental in St. Mary's County for?

The length of time you can book a vacation rental in St. Mary’s County depends on the property. Just enter your chosen travel dates to see a list of options offering extended stays. With many amenities such as air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere perfect to call your home away from home in St. Mary’s County.

Does Vrbo offer discounts for vacation homes in St. Mary's County?

In St. Mary’s County, you’ll find some fantastic discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re wanting a mini vacay or a much longer stay, we’ve got plenty of options to suit your style.