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 Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
Dec 4 – 11
Home in Lusby
5.0 out of 5 average rating, 135 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Oct 9 – 16
Home in Lexington Park
4.96 out of 5 average rating, 140 reviewsPrivate beach retreat in historic St. Mary's City
Mar 23 – 30
Home in Lusby
4.99 out of 5 average rating, 175 reviewsCove Point Cottage with Chesapeake Bay views
Nov 7 – 14
Home in Cambridge
4.99 out of 5 average rating, 142 reviewsSunset Breezes - quiet waterfront retreat
Mar 28 – Apr 4
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Feb 16 – 23
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Apr 22 – 29
Home in Shady Side
5.0 out of 5 average rating, 118 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Nov 30 – Dec 7
Cottage rentals with a kayak
Cottage in Kinsale
4.95 out of 5 average rating, 196 reviewsGreat little cottage with a "Rivah" view
Jan 27 – Feb 3
Cottage in Smith Island
4.97 out of 5 average rating, 185 reviewsLevering Creek Cottage with Private Docking
Jan 25 – Feb 1
Cottage in Saint Michaels
4.99 out of 5 average rating, 137 reviewsLa Casita on Harris Creek, St. Michaels
Aug 6 – 13
Cottage in Reedville
4.9 out of 5 average rating, 162 reviewsPrivate point on the Bay🌤hammock, hot tub, kayaks❤️
Sep 11 – 18
Cottage in Edgewater
4.99 out of 5 average rating, 129 reviewsWaterfront Chesapeake Bay Getaway Firepit & Pier!
Jul 25 – Aug 1
Cottage in Deale
4.95 out of 5 average rating, 139 reviewsChesapeake Bay Cottage
Nov 5 – 12
Cottage in Tall Timbers
4.9 out of 5 average rating, 106 reviewsSunsets on Potomac, Woodland Cottage with Views
Jul 8 – 15
Cottage in Hague
5.0 out of 5 average rating, 82 reviewsPotomac River cheerful cottage
Oct 6 – 13
Cabin rentals with a kayak
Cabin in Lusby
4.94 out of 5 average rating, 144 reviewsHideaway on the Bay: Waterfront Vintage A Frame
Jul 17 – 24
Cabin in Reedville
4.97 out of 5 average rating, 190 reviewsDinna Fash-3 BR Waterfront Log Cabin
Mar 15 – 22
Cabin in Lusby
4.98 out of 5 average rating, 59 reviewsYour own private beach? Horizon views of the bay?
Jan 8 – 15
Cabin in Ridge
4.97 out of 5 average rating, 31 reviewsPizza Friday
Feb 26 – Mar 5
Cabin in Lusby
4.98 out of 5 average rating, 44 reviewsLakeside Cabin with Arcade & Firepit
Jun 13 – 20
Cabin in Indian Head
4.94 out of 5 average rating, 16 reviews*Beautiful Cabin + Tiny House on the Potomac River
Oct 24 – 31
Cabin in Cambridge
5.0 out of 5 average rating, 7 reviewsCabin on the Creek
Aug 26 – Sep 2
Cabin in Reedville
4.94 out of 5 average rating, 71 reviewsCoastal Cabin - hot tub, private beach & kayaks
Feb 9 – 16
Destinations to explore
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