A white building with a red roof and a lighthouse tower, surrounded by tall grass and under a cloudy sky.

St. Mary's County holiday rentals

We found 511 holiday rentals — enter your dates for availability

Select from 70 homes, 38 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 Stayz

The Golden Gate Bridge spanning the San Francisco Bay with a cityscape in the background.

California

A calm lake with a clear sky and trees on the right.

Lexington Park

A river with boats, surrounded by autumn-colored trees and a bridge in the distance.

Mechanicsville

A lakeside view with trees, a wooden dock, and a small shed.

Leonardtown

A lighthouse and a historic building with a porch, surrounded by a grassy area and trees.

Piney Point

An aerial view of a golf course surrounded by a lake and forested areas.

Ridge

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

Showing deals for:25 Dec - 1 Jan

Exceptional

(9 reviews)

Houseboat on Solomons Island

Solomons

8% off

AU$3,200

for 7 nights, 1 houseboat

AU$457 per night

includes taxes & fees

Exceptional

(61 reviews)

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Montross

8% off

AU$8,792

for 7 nights, 1 home

AU$1,256 per night

includes taxes & fees

Enjoy morning coffee or evening drinks on the private waterfront deck

Wake up to serene water views from the primary suite

Dine with panoramic waterfront views—perfect for unforgettable group meals

Private waterfront setting with direct access to the shoreline

Exceptional

(22 reviews)

🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1

Scotland

8% off

AU$7,900

for 7 nights, 1 home

AU$1,129 per night

includes taxes & fees

From the livingroom, enjoy a sunrise view over the river!

Great kitchen with views of the river and easy access to outside grill

Exceptional

(90 reviews)

Great River Views, walk to Beach !

Colonial Beach

8% off

AU$4,102

for 7 nights, 1 home

AU$586 per night

includes taxes & fees

Exceptional

(37 reviews)

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Hague

8% off

AU$4,763

for 7 nights, 1 home

AU$680 per night

includes taxes & fees

Exceptional

(23 reviews)

Bayview Breeze w/screened porch

Colonial Beach

8% off

AU$4,125

for 7 nights, 1 home

AU$589 per night

includes taxes & fees

Exceptional

(5 reviews)

Beach House w/TheaterRm, GameRm, Outdoor Shwr

Lusby

8% off

AU$6,769

for 7 nights, 1 home

AU$967 per night

includes taxes & fees

Main Living Room Area with sliding glass doors to deck -> yard -> beach -> water!

Exceptional

(42 reviews)

Pine Shore Beach House on Chesapeake Bay w/ 170ft pier

Ophelia

8% off

AU$5,864

for 7 nights, 1 home

AU$838 per night

includes taxes & fees

View of the lagoon and Chesapeake bay from the living room.

French doors from kitchen go to backyard wrap-around deck

Ariel view of the house, pool, dock, lagoon and beautiful Chesapeake Bay.

Dining room showing steps to loft. Dining room seats 8-10

Wonderful

(22 reviews)

Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays

Lexington Park

6% off

AU$7,935

for 7 nights, 1 home

AU$1,134 per night

includes taxes & fees

Exceptional

(24 reviews)

WATERFRONT 3000 SQFT HOME W/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT

Piney Point

7% off

AU$4,938

for 7 nights, 1 home

AU$705 per night

includes taxes & fees

A dining room table expands to 12 seats with a view. Two extensions not show.

Piney Point Light House and underwater park with German U-Boat is 5 miles away.

A quiet and relaxing road with an abundance of deer, birds, squirrels, and crab.

Exceptional

(66 reviews)

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Tall Timbers

12% off

AU$2,971

for 7 nights, 1 cottage

AU$424 per night

includes taxes & fees

Exceptional

(25 reviews)

Breton Bay Family Getaway

Leonardtown

10% off

AU$6,343

for 7 nights, 1 home

AU$906 per night

includes taxes & fees

Wonderful

(15 reviews)

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict

8% off

AU$2,310

for 7 nights, 1 cottage

AU$330 per night

includes taxes & fees

Exceptional

(46 reviews)

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

Montross

8% off

AU$4,302

for 7 nights, 1 home

AU$615 per night

includes taxes & fees

Wonderful

(17 reviews)

Magnificent Water Front Property

Solomons

7% off

AU$8,065

for 7 nights, 1 home

AU$1,152 per night

includes taxes & fees

Exceptional

(63 reviews)

Soul Oasis - home on the Chesapeake Bay

Lusby

8% off

AU$1,891

for 7 nights, 1 cottage

AU$270 per night

includes taxes & fees

Exceptional

(174 reviews)

Harbor Cottage at the Chesapeake Bay - Dog Friendly Beach

St. Leonard

6% off

AU$2,121

for 7 nights, 1 cottage

AU$303 per night

includes taxes & fees

Open floor plan, dining table and sleep sofa

Exceptional

(30 reviews)

Quiet Woodland cottage near St. Leonard's Creek

Lusby

8% off

AU$1,224

for 7 nights, 1 cottage

AU$175 per night

includes taxes & fees

Warm and Homey with Beautiful River Front Views

Adorable waterfront cottage with spacious yard

Exceptional

(31 reviews)

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cobb Island

8% off

AU$3,878

for 7 nights, 1 home

AU$554 per night

includes taxes & fees

Wonderful

(8 reviews)

Windswept Getaway

Newburg

9% off

AU$3,154

for 7 nights, 1 cottage

AU$451 per night

includes taxes & fees

Exceptional

(16 reviews)

Two bedroom two bath home on charming Solomons Island

Solomons

8% off

AU$3,434

for 7 nights, 1 apartment

AU$491 per night

includes taxes & fees

Start your getaway with the best of both worlds: game night inside, waterfront views beyond. Pick a game, gather your crew, and make the house part of the vacation from the moment you arrive.

Gather everyone outside for dinner, a grill session, or a little friendly competition. Keep the water in sight while you eat, talk, play, and make the most of your Northern Neck getaway.

Slow the morning down with coffee, a puzzle, or a long conversation while you watch the water. Use this area to reconnect before the next round of fun at Easthaven.

Gather everyone after a day on the water and make room for stories, snacks, and laughter. Settle in together without worrying about where everyone will fit.

Exceptional

(40 reviews)

Waterfront Game-Themed Getaway · Dock & Kayaks

Montross

8% off

AU$4,981

for 7 nights, 1 home

AU$712 per night

includes taxes & fees

Star light, star bright, first star I see tonight.

Every sunrise brings new hope for a brighter future.

Exceptional

(52 reviews)

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek

8% off

AU$2,822

for 7 nights, 1 cottage

AU$403 per night

includes taxes & fees

Wonderful

(6 reviews)

Cabernet Cottage on Water at Monroe Bay Winery, tiny container cottage

Colonial Beach

8% off

AU$1,430

for 7 nights, 1 cottage

AU$204 per night

includes taxes & fees

Find spaces that suit your style

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Chalet

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

Premier Host

Waterfront Relaxing Getaway

Sleeps 8 · 4 bedrooms · 1+ bathroom

Potomac Riverfront! Home Near St Clements Island

Sleeps 4 · 2 bedrooms · 1 bathroom

Premier Host

Fall Cove Mornings & Fireside Nights in St Inigoes

Sleeps 8 · 3 bedrooms · 2 bathrooms

Premier Host

1.5 hours from D.C. - No Bay Bridge - Indoor Pool - Private Beach - Sunsets

Sleeps 11 · 4 bedrooms · 4+ bathrooms

Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays

Sleeps 15 · 6 bedrooms · 5 bathrooms

Premier Host

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Sleeps 6 · 3 bedrooms · 2 bathrooms

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:

Breton Bay Golf Course (2.3 mi / 3.7 km)
Maryland International Raceway (13 mi / 21 km)
Budds Creek Motocross Park (13.3 mi / 21.5 km)
Michael P. O'Brien Athletics and Recreation Center (13.4 mi / 21.6 km)
Running Hare Vineyard (15.1 mi / 24.3 km)
Ingleside Vineyards (21.8 mi / 35.1 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:

St. Mary's River State Park (5.1 mi / 8.2 km)
Three Notch Park (5.3 mi / 8.5 km)
Piney Point Beach (12.2 mi / 19.6 km)
Flag Ponds Nature Park (14.4 mi / 23.2 km)
Cove Point Beach (14.8 mi / 23.9 km)
Matoaka Beach (15 mi / 24.2 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, Stayz 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 Stayz 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, Stayz 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 Stayz 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 Stayz, 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 Stayz holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.

More holiday ideas

Holiday homes