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
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Popular amenities for Southern Maryland vacation rentals
Other great vacation rentals in Southern Maryland
Farm stay in Madison
4.98 out of 5 average rating, 161 reviewsMadison Nature Getaway
Aug 5 – 12
Guesthouse in Colonial Beach
4.95 out of 5 average rating, 194 reviewsHeron’s Landing II
Sep 26 – Oct 3
Apartment in Lusby
4.97 out of 5 average rating, 102 reviewsMorning Light Apartment
Jun 17 – 24
Cottage in Leonardtown
4.93 out of 5 average rating, 127 reviewsBreton Breeze
Sep 29 – Oct 6
Apartment in Occoquan
4.89 out of 5 average rating, 413 reviewsAnne’s River View, couples, Historic Occoquan,hike
Aug 27 – Sep 3
Home in Montross
4.92 out of 5 average rating, 146 reviewsTranquil River Home
Feb 24 – Mar 3
Cottage in Saint Leonard
4.99 out of 5 average rating, 101 reviewsCaptain Jack's Bay Hideaway
Oct 22 – 29
Home in Colonial Beach
4.99 out of 5 average rating, 198 reviewsBeach Blonde Cottage
Mar 7 – 14
Other great vacation rentals in Southern Maryland
Guesthouse in Saint Leonard
4.98 out of 5 average rating, 80 reviewsStudio on the Bay.
Mar 23 – 30
Apartment in Leonardtown
4.94 out of 5 average rating, 34 reviewsRetreat at Fenwick
Aug 19 – 26
Home in Colonial Beach
4.97 out of 5 average rating, 35 reviewsWaterfront Paradise with own Beach, Kayak, & Grill
Mar 29 – Apr 5
Guesthouse in Colonial Beach
4.93 out of 5 average rating, 88 reviewsDelaney’s Compound - A respite for people & pets!
Aug 10 – 17
Home in Leonardtown
4.96 out of 5 average rating, 24 reviewsWater's Edge Cottage | Luxury Retreat
Sep 21 – 28
Home in Colonial Beach
4.98 out of 5 average rating, 92 reviewsSunnyside Up - Dog Friendly Waterfront Cottage
Sep 10 – 17
Tiny home in Westmoreland County
4.98 out of 5 average rating, 53 reviewsCozy cottage on the Rappahannock River
Jul 10 – 17
Home in Montross
5.0 out of 5 average rating, 25 reviewsPotomac Riverview Home
Jun 4 – 11
Destinations to explore
- Baltimore Vacation rentals
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- Smoking-friendly rentals Southern Maryland
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