Vacation rentals with a kayak in St. Mary's County
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Top-rated kayak rentals in St. Mary's County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for St. Mary's County kayak rentals
House rentals with a kayak
Home in Scotland
4.92 out of 5 average rating, 107 reviewsSpacious Gorgeous Waterfront Home with Sunset View
May 13 – 20
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Apr 5 – 12
Home in Lusby
5.0 out of 5 average rating, 136 reviewsCove Point Beach Home 1 &1/2 blocks to Beach
Oct 3 – 10
Home in Lusby
4.99 out of 5 average rating, 176 reviewsCove Point Cottage with Chesapeake Bay views
Oct 21 – 28
Home in Dunnsville
4.76 out of 5 average rating, 131 reviewsCozy & Content River Retreat Beach Hot Tub & Games
Sep 29 – Oct 6
Home in Newburg
4.92 out of 5 average rating, 104 reviewsThe River House, a Wicomico Beach Retreat
Feb 16 – 23
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Feb 22 – Mar 1
Home in Leonardtown
4.95 out of 5 average rating, 44 reviewsOld Bay Inn
Jul 17 – 24
Cottage rentals with a kayak
Cottage in Kinsale
4.95 out of 5 average rating, 197 reviewsGreat little cottage with a "Rivah" view
Oct 26 – Nov 2
Cottage in Tall Timbers
4.9 out of 5 average rating, 106 reviewsSunsets on Potomac, Woodland Cottage with Views
Sep 29 – Oct 6
Cottage in Lexington Park
4.82 out of 5 average rating, 83 reviewsTrinity Oaks Farm (Formerly D and D Farm)
Oct 31 – Nov 7
Cottage in Tall Timbers
5.0 out of 5 average rating, 29 reviewsCharming Waterfront Cottage with Sunset Views
Mar 24 – 31
Cottage in Hague
5.0 out of 5 average rating, 83 reviewsPotomac River cheerful cottage
Mar 26 – Apr 2
Cottage in Montross
5.0 out of 5 average rating, 49 reviewsPaddler's Place: waterfront cottage with dock
Jan 11 – 18
Cottage in Leonardtown
4.95 out of 5 average rating, 57 reviewsWaterfront Cottage ❤️ Private Beach, Dock & Kayaks
Sep 3 – 10
Cottage in Cobb Island
4.94 out of 5 average rating, 34 reviews"Where Eagles Soar" Let magic and memories begin.
Nov 3 – 10
Cabin rentals with a kayak
Cabin in Lusby
4.91 out of 5 average rating, 211 reviewsPeaceful Waterfront Retreat on The Bay
Sep 16 – 23
Cabin in Lusby
4.94 out of 5 average rating, 146 reviewsHideaway on the Bay: Waterfront Vintage A Frame
Jul 20 – 27
Cabin in Montross
4.94 out of 5 average rating, 17 reviewsCamp Heron : Waterfront Cabin on the Potomac
Oct 25 – Nov 1
Cabin in Saint Leonard
4.96 out of 5 average rating, 82 reviewsCozy Cedar Cottage~Beach Retreat
Sep 15 – 22
Cabin in Ridge
4.97 out of 5 average rating, 31 reviewsPizza Friday
Sep 2 – 9
Cabin in Lusby
4.98 out of 5 average rating, 60 reviewsYour own private beach? Horizon views of the bay?
Nov 18 – 25
Cabin in Lusby
4.98 out of 5 average rating, 44 reviewsLakeside Cabin with Arcade, Firepit & Hot Tub
Jun 11 – 18
Cabin in Lusby
4.91 out of 5 average rating, 11 reviewsLakefront Maryland Cabin w/ Fire Pit, Grill & Deck
Feb 4 – 11
Destinations to explore
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