Holiday rentals with a kayak in Southern Maryland
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Southern Maryland
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for kayak rentals in Southern Maryland
House rentals with a kayak
Home in Montross
5.0 out of 5 average rating, 124 reviewsBeach Please! River cottage w/private beach & dock
Home in Shady Side
5.0 out of 5 average rating, 121 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Home in Heathsville
4.94 out of 5 average rating, 124 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Home in Cambridge
4.99 out of 5 average rating, 143 reviewsSunset Breezes - quiet waterfront retreat
Home in Lusby
4.99 out of 5 average rating, 177 reviewsCove Point Cottage with Chesapeake Bay views
Home in Lexington Park
4.96 out of 5 average rating, 142 reviewsPrivate beach retreat in historic St. Mary's City
Home in Lusby
5.0 out of 5 average rating, 139 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Home in Cambridge
4.96 out of 5 average rating, 101 reviewsWaterfront, Fabulous Home for Families with Pool!
Cottage rentals with a kayak
Cottage in Saint Michaels
4.99 out of 5 average rating, 139 reviewsLa Casita on Harris Creek, St. Michaels
Cottage in Westover
4.99 out of 5 average rating, 184 reviewsRumbley Cottage on the Tangier Sound-Private Beach
Cottage in Kinsale
4.95 out of 5 average rating, 201 reviewsGreat little cottage with a "Rivah" view
Cottage in Smith Island
4.97 out of 5 average rating, 189 reviewsLevering Creek Cottage with Private Docking
Cottage in Edgewater
4.99 out of 5 average rating, 131 reviewsWaterfront Chesapeake Bay Getaway Firepit & Pier!
Cottage in Reedville
4.9 out of 5 average rating, 165 reviewsPrivate point on the Bay🌤hammock, hot tub, kayaks❤️
Cottage in Westover
4.92 out of 5 average rating, 144 reviewsHeaven on the Bay - A Peaceful Waterfront Retreat
Cottage in Reedville
4.91 out of 5 average rating, 147 reviews"Dragonfly" Waterfront Cottage on Chesapeake Bay
Cabin rentals with a kayak
Cabin in Reedville
4.97 out of 5 average rating, 191 reviewsDinna Fash-3 BR Waterfront Log Cabin
Cabin in Saint Leonard
4.96 out of 5 average rating, 83 reviewsBeach Access Cozy Cedar Cottage
Cabin in Ridge
4.97 out of 5 average rating, 32 reviewsPizza Friday
Cabin in Lusby
4.98 out of 5 average rating, 46 reviewsLakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Cabin in Lusby
4.98 out of 5 average rating, 63 reviewsYour own private beach? Horizon views of the bay?
Cabin in Indian Head
4.94 out of 5 average rating, 17 reviews*Beautiful Cabin + Tiny House on the Potomac River
Cabin in Reedville
4.94 out of 5 average rating, 71 reviewsCoastal Cabin - hot tub, private beach & kayaks
Cabin in Lancaster
4.84 out of 5 average rating, 37 reviewsWaterfront Log Home Retreat- Dock, Kayaks, Rest!
Destinations to explore
- Baltimore Holiday rentals
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