Vacation rentals in St. Mary's County

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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.

Aug 16 – 23

$108 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 13 – 20

$72 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

$105 per night

Popular amenities for St. Mary's County vacation rentals

Other great vacation rentals in St. Mary's County

Guest favorite

Guest suite in Lusby

4.81 out of 5 average rating, 116 reviews

New Light suite, appartment comfortable living

May 5 – 12

$47 per night
Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

Sep 3 – 10

$134 per night
Guest favorite

Cottage in Leonardtown

4.93 out of 5 average rating, 125 reviews

Breton Breeze

Jan 30 – Feb 6

$133 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 27 – Aug 3

$366 per night
Guest favorite

Cottage in Leonardtown

4.91 out of 5 average rating, 148 reviews

Potomac Vista Cottage at Little Pond

Dec 6 – 13

$142 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

$650 per night
Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Feb 25 – Mar 4

$112 per night
Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 39 reviews

Old Bay Inn

Sep 25 – Oct 2

$115 per night
Guest favorite

Apartment in Leonardtown

4.94 out of 5 average rating, 33 reviews

Retreat at Fenwick

Sep 29 – Oct 6

$106 per night
Guest favorite

Apartment in Leonardtown

4.92 out of 5 average rating, 13 reviews

Beech Creek Farm Apt

Apr 4 – 11

$117 per night
Guest favorite

Home in Ridge

5.0 out of 5 average rating, 90 reviews

Jutland House

Oct 7 – 14

$144 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

$108 per night

Destinations to explore