
Holiday rentals in St. Mary's County
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Top-rated holiday rentals in St. Mary's County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for St. Mary's County holiday rentals
Other great holiday rentals in St. Mary's County
Top guest favourite

Home in Hollywood
4.99 out of 5 average rating, 80 reviewsWaterfront Home: Osprey Getaway

Cottage in Lexington Park
4.77 out of 5 average rating, 111 reviewsTrinity Oaks Farm (Formerly D and D Farm)

Cottage in Leonardtown
4.92 out of 5 average rating, 225 reviewsPotomac River Freedom Cottage
Top guest favourite

Cottage in Hollywood
5 out of 5 average rating, 39 reviewsThe Little Blue Cottage
Guest favourite

Home in Montross
4.91 out of 5 average rating, 22 reviewsPotomac River Getaway
Top guest favourite

Flat in California
5 out of 5 average rating, 6 reviewsRelaxing Studio Apartment
Superhost

Home in Leonardtown
4.91 out of 5 average rating, 32 reviewsAbells Wharf Cottage - Natural Splendor Getaway
Top guest favourite

Home in Solomons
5 out of 5 average rating, 27 reviews4-BR Unique Waterfront House - Your Perfect Escape
Destinations to explore
- Rentals with a hot tub St. Mary's County
- Rentals with a patio St. Mary's County
- Flat rentals St. Mary's County
- Rentals with a kayak St. Mary's County
- Waterfront rentals St. Mary's County
- Rentals with a washing machine and dryer St. Mary's County
- Rentals with lake access St. Mary's County
- Family-friendly rentals St. Mary's County
- Rentals with pools St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with outdoor seating St. Mary's County
- House rentals St. Mary's County
- Pet-friendly rentals St. Mary's County
- Beachfront rentals St. Mary's County
- Rentals with a fireplace St. Mary's County
- Cottage rentals St. Mary's County
- Rentals with a firepit St. Mary's County
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- Chesapeake Bay
- Haven Beach
- Gerry Boyle Park
- Ragged Point Beach
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Sandyland Beach
- Oxford Beach
- Brownies Beach
- Bayfront Beach
- Rose Haven Memorial Park
- Piney Point Beach
- North Beach Boardwalk/Beach
- Guard Shore
- Saint Jerome Beach
- Langford Sand
- Lane Beach
- Franklin Manor Community Private Park
- Cordreys Beach
- Fleeton Beach
- Cove Point Beach
- St George Island Beach