Vacation rentals in Southern Maryland
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Top-rated vacation rentals in Southern Maryland
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Southern Maryland vacation rentals
Other great vacation rentals in Southern Maryland
Guest favourite
Cottage in Colonial Beach
Cozy cottage 3 blocks from beach
Guest favourite
Home in Lusby
Historic Rousby Hall, Waterfront, Patuxent River
Guest favourite
Home in Lusby
Cove Point Beach Cabin
Guest favourite
Rental unit in Lusby
Terrace Suite - Private Flat in Historic Manor.
Superhost
Home in Montross
Tranquil River Home
Guest favourite
Rental unit in Leonardtown
Retreat at Fenwick
Guest favourite
Tiny homes in Westmoreland County
Cozy cottage on the Rappahannock River
Guest favourite
Home in Leonardtown
White Point Cottage -- Quiet Waterfront Getaway
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Richmond Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Charlottesville Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a hot tub Southern Maryland
- Monthly Rentals Southern Maryland
- Rentals with an accessible height toilet Southern Maryland
- Family-friendly rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Condo rentals Southern Maryland
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- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Bed and breakfasts Southern Maryland
- Pet-friendly rentals Southern Maryland
- Rentals with lake access Southern Maryland
- Private suite rentals Southern Maryland
- Rentals with a patio Southern Maryland
- Waterfront rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Farmstay rentals Southern Maryland
- Rentals with beach access Southern Maryland
- Rentals with a fireplace Southern Maryland
- Guesthouse rentals Southern Maryland
- Rentals with a washer and dryer Southern Maryland
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- Beachfront rentals Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with a home theater Southern Maryland
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