Southern Maryland vacation rentals
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Top-rated vacation rentals in Southern Maryland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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
Apartment in Lexington Park
4.98 out of 5 average rating, 102 reviewsSerene setting great location surrounded by woods
Mar 30 – Apr 6
Guesthouse in Colonial Beach
4.95 out of 5 average rating, 194 reviewsHeron’s Landing II
Jul 13 – 20
Home in Montross
4.92 out of 5 average rating, 146 reviewsTranquil River Home
Mar 4 – 11
Home in Colonial Beach
4.99 out of 5 average rating, 198 reviewsBeach Blonde Cottage
Mar 11 – 18
Cottage in Saint Leonard
4.99 out of 5 average rating, 101 reviewsCaptain Jack's Bay Hideaway
Oct 2 – 9
Apartment in Lexington Park
4.93 out of 5 average rating, 189 reviewsPrivate apartment with kitchenette
Apr 11 – 18
Cabin in Lusby
4.91 out of 5 average rating, 209 reviewsPeaceful Waterfront Retreat on The Bay
Sep 16 – 23
Apartment in Lusby
4.96 out of 5 average rating, 103 reviewsMorning Light Apartment
Jun 30 – Jul 7
Other great vacation rentals in Southern Maryland
Cottage in Leonardtown
4.93 out of 5 average rating, 127 reviewsBreton Breeze
Dec 14 – 21
Cottage in Kinsale
4.95 out of 5 average rating, 194 reviewsGreat little cottage with a "Rivah" view
Feb 15 – 22
Home in Lusby
4.98 out of 5 average rating, 260 reviewsCove Point Beach Cabin
Mar 19 – 26
Cottage in Leonardtown
4.91 out of 5 average rating, 149 reviewsPotomac Vista Cottage at Little Pond
Aug 18 – 25
Apartment in North Beach
4.97 out of 5 average rating, 102 reviewsBayside Oasis of Southern Maryland
Oct 16 – 23
Apartment in Leonardtown
4.94 out of 5 average rating, 34 reviewsRetreat at Fenwick
Nov 19 – 26
Home in Leonardtown
4.95 out of 5 average rating, 42 reviewsOld Bay Inn
Sep 14 – 21
Home in Leonardtown
4.96 out of 5 average rating, 24 reviewsWater's Edge Cottage | Luxury Retreat
Dec 3 – 10
Destinations to explore
- Baltimore Vacation rentals
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- Smoking-friendly rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
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- Private suite rentals Southern Maryland
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