Vacation rentals with a kayak in Southern Maryland
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Southern Maryland
Guests agree: these kayak 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 kayak rentals
House rentals with a kayak
Home in Lusby
5.0 out of 5 average rating, 141 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Home in Montross
5.0 out of 5 average rating, 124 reviewsBeach Please! River cottage w/private beach & dock
Home in Lusby
4.99 out of 5 average rating, 179 reviewsCove Point Cottage with Chesapeake Bay views
Home in Shady Side
5.0 out of 5 average rating, 122 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Lancaster
4.99 out of 5 average rating, 214 reviewsRivah View
Home in Cambridge
4.99 out of 5 average rating, 145 reviewsSunset Breezes - quiet waterfront retreat
Home in Heathsville
4.94 out of 5 average rating, 125 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Home in Lexington Park
4.96 out of 5 average rating, 142 reviewsPrivate beach retreat in historic St. Mary's City
Cottage rentals with a kayak
Cottage in Saint Michaels
4.98 out of 5 average rating, 141 reviewsLa Casita on Harris Creek, St. Michaels
Cottage in Smith Island
4.97 out of 5 average rating, 191 reviewsLevering Creek Cottage with Private Docking
Cottage in Reedville
4.9 out of 5 average rating, 166 reviewsPrivate point on the Bay🌤hammock, hot tub, kayaks❤️
Cottage in Kinsale
4.95 out of 5 average rating, 204 reviewsGreat little cottage with a "Rivah" view
Cottage in Edgewater
4.99 out of 5 average rating, 132 reviewsWaterfront Chesapeake Bay Getaway Firepit & Pier!
Cottage in Deale
4.95 out of 5 average rating, 141 reviewsChesapeake Bay Cottage
Cottage in Tall Timbers
4.89 out of 5 average rating, 108 reviewsSunsets on Potomac, Woodland Cottage with Views
Cottage in Cobb Island
4.94 out of 5 average rating, 35 reviews"Where Eagles Soar" Let magic and memories begin.
Cabin rentals with a kayak
Cabin in Lusby
4.94 out of 5 average rating, 150 reviewsHideaway on the Bay: Waterfront Vintage A Frame
Cabin in Reedville
4.97 out of 5 average rating, 192 reviewsDinna Fash-3 BR Waterfront Log Cabin
Cabin in Saint Leonard
4.96 out of 5 average rating, 84 reviewsBeach Access Cozy Cedar Cottage
Cabin in Lusby
4.98 out of 5 average rating, 64 reviewsYour own private beach? Horizon views of the bay?
Cabin in Cambridge
5.0 out of 5 average rating, 7 reviewsCabin on the Creek
Cabin in Lusby
4.98 out of 5 average rating, 47 reviewsLakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Cabin in Ridge
4.97 out of 5 average rating, 32 reviewsPizza Friday
Cabin in Reedville
4.94 out of 5 average rating, 71 reviewsCoastal Cabin - hot tub, private beach & kayaks
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