
Holiday houses in St. Mary's County
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Top-rated holiday rentals in St. Mary's County
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Popular amenities for St. Mary's County holiday rentals
Other great holiday rentals in St. Mary's County
Guest favourite

Home in Scotland
4.9 out of 5 average rating, 20 reviewsSecluded River Front Cottage
Top Guest favourite

Home in Hollywood
4.99 out of 5 average rating, 82 reviewsWaterfront Home: Osprey Getaway
Guest favourite

Cottage in Piney Point
4.96 out of 5 average rating, 47 reviewsQuaint fishing retreat on the lower Potomac Piney
Top Guest favourite

Cottage in Hollywood
5 out of 5 average rating, 40 reviewsThe Little Blue Cottage
Guest favourite

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

Home in Piney Point
5 out of 5 average rating, 30 reviewsWaterfront New Piney Point A-Frame
Top Guest favourite

Home in Solomons
5 out of 5 average rating, 29 reviews4-BR Unique Waterfront House - Your Perfect Escape
Top Guest favourite

Apartment in Leonardtown
4.98 out of 5 average rating, 81 reviewsRetreat at Fenwick
Destinations to explore
- Rentals with lake access St. Mary's County
- Rentals with breakfast St. Mary's County
- Rentals with a kayak St. Mary's County
- Waterfront rentals St. Mary's County
- Rentals with beach access St. Mary's County
- Rentals with a hot tub St. Mary's County
- Rentals with a fire pit St. Mary's County
- Rentals with outdoor seating St. Mary's County
- Beachfront rentals St. Mary's County
- House rentals St. Mary's County
- Rentals with a fireplace St. Mary's County
- Kid-friendly rentals St. Mary's County
- Rentals with a washing machine and dryer St. Mary's County
- Rentals with a patio St. Mary's County
- Cottage rentals St. Mary's County
- Apartment rentals St. Mary's County
- Rentals with pools St. Mary's County
- Pet-friendly rentals St. Mary's County
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- Chesapeake Bay
- Haven Beach
- Gerry Boyle Park
- Piney Point Beach
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Sandyland Beach
- Rose Haven Memorial Park
- Bayfront Beach
- Oxford Beach
- Saint Jerome Beach
- Brownies Beach
- Guard Shore
- North Beach Boardwalk/Beach
- Franklin Manor Community Private Park
- Lane Beach
- Cordreys Beach
- St George Island Beach
- Cove Point Beach
- Langford Sand
- Ragged Point Beach