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Cottage vacation rentals in Southern Maryland
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Southern Maryland
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
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Cottage in Reedville
4.9 out of 5 average rating, 153 reviews"Dragonfly" Waterfront Cottage on Chesapeake Bay
![](https://a0.muscache.com/im/pictures/931a33ab-189d-4936-a3d6-1b248672ee70.jpg?im_w=720)
Cottage in Reedville
4.9 out of 5 average rating, 166 reviewsPrivate point on the Bay๐คhammock, hot tub, kayaksโค๏ธ
![](https://a0.muscache.com/im/pictures/miso/Hosting-39025485/original/c91dbcba-3928-4b03-a5de-c112781f77fe.jpeg?im_w=720)
Cottage in Heathsville
4.9 out of 5 average rating, 77 reviewsWaterfront Cottage w Hot Tub, Kayaks, Fishing
![](https://a0.muscache.com/im/pictures/2859e611-4a2d-4b2f-b16c-a204dbdfba59.jpg?im_w=720)
Cottage in Easton
5 out of 5 average rating, 86 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
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Cottage in Montross
4.92 out of 5 average rating, 61 reviewsLakefront/Dock, Cove, Boats, HotTub, Woods & Beach
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Cottage in Lusby
New place to stayBayHollow: Fossil Destination | HOT TUB
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-634635827593588735/original/2d6a491d-5089-4a4f-aae8-59efe7a02edb.jpeg?im_w=720)
Cottage in Chesapeake Beach
4.5 out of 5 average rating, 18 reviewsAdorable Beach Cottage w/ Hot Tub & Tropical Bar!
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Cottage in Heathsville
4.89 out of 5 average rating, 19 reviewsWaterfront Heathsville Cottage w/ Dock & Hot Tub!
Pet-friendly cottage rentals
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Cottage in Fredericksburg
4.79 out of 5 average rating, 451 reviews1840's Cottage: 3 miles from I-95/ Near Shopping
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Cottage in Fredericksburg
4.85 out of 5 average rating, 362 reviewsRappahannock River Cottage, Near I-95! Sleeps 6!
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Cottage in Saint Michaels
4.98 out of 5 average rating, 186 reviewsThe Little Anchor Cottage, St. Michaels, MD
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Cottage in Colonial Beach
4.93 out of 5 average rating, 159 reviewsBayside Cottage- In the Town with views
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Cottage in North Beach
4.94 out of 5 average rating, 132 reviewsClub Carp North Beach - Steps to the Bay!
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Cottage in Neavitt
4.88 out of 5 average rating, 125 reviewsThe Middle Point Cottage at Saint Michaels
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Cottage in North Beach
4.97 out of 5 average rating, 107 reviewsBell Estates-Brand New Bay View, Beautiful Cottage
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Cottage in Deale
4.81 out of 5 average rating, 167 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Private cottage rentals
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Cottage in Heathsville
4.87 out of 5 average rating, 101 reviewsCottage with a view!
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Cottage in Tracys Landing
4.9 out of 5 average rating, 343 reviewsCharming Waterfront on Chesapeake Bay
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Cottage in Edgewater
4.99 out of 5 average rating, 133 reviewsWaterfront Chesapeake Bay Getaway Firepit & Pier!
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Cottage in Cambridge
4.98 out of 5 average rating, 114 reviewsChurch Creek - waterfront cottage & pool - private
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Cottage in Colonial Beach
4.84 out of 5 average rating, 147 reviewsSUPERB BEACH COTTAGE- Waterview, firepit, porch!
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Cottage in Reedville
4.95 out of 5 average rating, 118 reviewsBull Neck Cottage
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Cottage in Saint Michaels
4.98 out of 5 average rating, 438 reviewsSt. Michaels-Historic Dist. Margaret Wells House
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Cottage in Wittman
4.9 out of 5 average rating, 141 reviews"Wittman Cottage"
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