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Vacation rentals in St. Mary's County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in St. Mary's County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Oct 22 – 29

R2,343 ZAR per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Oct 5 – 12

R1,564 ZAR per night
Guest favorite

Cottage in Kinsale

4.95 out of 5 average rating, 187 reviews

Great little cottage with a "Rivah" view

Welcome to our little slice of paradise on the Yecomoco river. This off the beaten path location has easy access into the Potomac for Rockfish or a little further into the Bay itself. Our dock can be used to swim, fish, crab or just relax and enjoy. A nice little marina is conveniently located nearby to put your boat into the river. Come and enjoy "Rivah" life at its finest. Unwind relax and enjoy. But if you do need to do a little work while you are here, we do have hi speed internet.

Feb 18 – 25

R2,812 ZAR per night

Popular amenities for St. Mary's County vacation rentals

Other great vacation rentals in St. Mary's County

Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

Oct 25 – Nov 1

R2,922 ZAR per night
Guest favorite

Cottage in Leonardtown

4.93 out of 5 average rating, 125 reviews

Breton Breeze

Jan 17 – 24

R2,941 ZAR per night
Guest favorite

Cottage in Leonardtown

4.91 out of 5 average rating, 148 reviews

Potomac Vista Cottage at Little Pond

Aug 16 – 23

R3,094 ZAR per night
Guest favorite

Guest suite in Piney Point

4.94 out of 5 average rating, 222 reviews

Spectacular beachfront walk-out in Piney Point MD

Jul 6 – 13

R8,441 ZAR per night
Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Mar 19 – 26

R2,432 ZAR per night
Guest favorite

Home in Lusby

5.0 out of 5 average rating, 110 reviews

Historic Rousby Hall, Waterfront, Patuxent River

Oct 20 – 27

R14,151 ZAR per night
Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 39 reviews

Old Bay Inn

Aug 31 – Sep 7

R2,517 ZAR per night
Guest favorite

Apartment in Leonardtown

4.94 out of 5 average rating, 33 reviews

Retreat at Fenwick

Sep 29 – Oct 6

R2,323 ZAR per night
Guest favorite

Home in Ridge

5.0 out of 5 average rating, 90 reviews

Jutland House

Oct 3 – 10

R3,146 ZAR per night
Guest favorite

Cottage in Warsaw

5.0 out of 5 average rating, 24 reviews

Belle Ville Cottage in downtown Warsaw

Nov 10 – 17

R2,355 ZAR per night
Guest favorite

Condo in Heathsville

4.97 out of 5 average rating, 35 reviews

Fleets Cove Farm

May 25 – Jun 1

R1,772 ZAR per night
Guest favorite

Guesthouse in Ridge

4.95 out of 5 average rating, 21 reviews

The way

Feb 5 – 12

R2,752 ZAR per night

Destinations to explore