Skip to content

Vacation rentals with a kayak in St. Mary's County

Find and book unique kayak rentals on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated kayak rentals in St. Mary's County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Guest favorite
Tiny home in Saint Inigoes
Historic St.Mary's City at the Lazy Bear Cottage
Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.
Oct 20 – 27
$72 per night
4.98 out of 5 average rating, 292 reviews
Guest favorite
Cottage in Kinsale
Great little cottage with a "Rivah" view
Welcome to our little slice of paradise on the Yecomoco river. This off the beaten path location has easy access into the Potomac for Rockfish or a little further into the Bay itself. Our dock can be used to swim, fish, crab or just relax and enjoy. A nice little marina is conveniently located nearby to put your boat into the river. Come and enjoy "Rivah" life at its finest. Unwind relax and enjoy. But if you do need to do a little work while you are here, we do have hi speed internet.
Sep 15 – 22
$112 per night
4.95 out of 5 average rating, 183 reviews
Guest favorite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.
Dec 29 – Jan 5
$136 per night
4.96 out of 5 average rating, 114 reviews

Popular amenities for St. Mary's County kayak rentals

House rentals with a kayak

Guest favorite
Home in Hague
Osprey's roost: Summer 2023
Oct 8 – 15
$225 per night
4.97 out of 5 average rating, 144 reviews
Superhost
Home in Scotland
Spacious Gorgeous Waterfront Home with Sunset View
May 15 – 22
$335 per night
4.91 out of 5 average rating, 105 reviews
Guest favorite
Home in Heathsville
Waterfront Potomac & Chesapeake Bay 2 Kayaks Dock
Jul 28 – Aug 4
$281 per night
4.93 out of 5 average rating, 119 reviews
Guest favorite
Home in Ridge
Beautiful waterfront home with spectacular views!
May 6 – 13
$132 per night
4.98 out of 5 average rating, 127 reviews
Guest favorite
Home in Lusby
Cove Point Beach Home 1 &1/2 blocks to Beach
Aug 31 – Sep 7
$190 per night
5.0 out of 5 average rating, 126 reviews
Guest favorite
Home in Lusby
Cove Point Beach Cabin
Oct 29 – Nov 5
$150 per night
4.98 out of 5 average rating, 256 reviews
Guest favorite
Home in Newburg
The River House, a Wicomico Beach Retreat
Apr 17 – 24
$183 per night
4.92 out of 5 average rating, 103 reviews
Guest favorite
Home in Lusby
Historic Rousby Hall, Waterfront, Patuxent River
Aug 13 – 20
$750 per night
5.0 out of 5 average rating, 110 reviews
Guest favorite
Home in Lusby
Cove Point Cottage with Chesapeake Bay views
Aug 23 – 30
$220 per night
4.99 out of 5 average rating, 169 reviews
Guest favorite
Home in Leonardtown
Old Bay Inn
Aug 30 – Sep 6
$122 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Home in Piney Point
Living on Island Time
Oct 7 – 14
$168 per night
5.0 out of 5 average rating, 46 reviews
Guest favorite
Home in Solomons
The Little House on Back Creek
Nov 7 – 14
$250 per night
5.0 out of 5 average rating, 32 reviews

Cottage rentals with a kayak

Guest favorite
Cottage in Leonardtown
Breton Breeze
Nov 26 – Dec 3
$137 per night
4.93 out of 5 average rating, 124 reviews
Superhost
Cottage in Kinsale
Kinsale Waterfront Cottage
Mar 21 – 28
$99 per night
4.87 out of 5 average rating, 108 reviews
Superhost
Cottage in Tall Timbers
Sunsets on Potomac, Woodland Cottage with Views
Oct 14 – 21
$260 per night
4.9 out of 5 average rating, 105 reviews
Superhost
Cottage in Lexington Park
Trinity Oaks Farm (Formerly D and D Farm)
Aug 31 – Sep 7
$218 per night
4.84 out of 5 average rating, 80 reviews
Guest favorite
Cottage in Saint Leonard
Captain Jack's Bay Hideaway
Nov 10 – 17
$131 per night
4.99 out of 5 average rating, 99 reviews
Superhost
Cottage in Heathsville
Riverfront Retreat with PRIVATE POOL and BEACH!!
Sep 12 – 19
$346 per night
4.82 out of 5 average rating, 57 reviews
Guest favorite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
Apr 25 – May 2
$264 per night
4.94 out of 5 average rating, 52 reviews
Guest favorite
Cottage in Ridge
18-Acre Waterfront Sanctuary: Peace & Privacy
May 23 – 30
$215 per night
4.94 out of 5 average rating, 31 reviews
Guest favorite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
Oct 13 – 20
$412 per night
5.0 out of 5 average rating, 29 reviews
Guest favorite
Cottage in Montross
Paddler's Place: waterfront cottage with dock
Nov 15 – 22
$199 per night
5.0 out of 5 average rating, 49 reviews
Guest favorite
Cottage in Heathsville
Waterfront Cottage w Private Beach & Hot Tub
Dec 15 – 22
$204 per night
4.94 out of 5 average rating, 63 reviews
Guest favorite
Cottage in Montross
Newly Renovated 2BR Waterfront Cottage with Dock
May 2 – 9
$178 per night
4.98 out of 5 average rating, 84 reviews

Cabin rentals with a kayak

Guest favorite
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
Jul 26 – Aug 2
$283 per night
4.93 out of 5 average rating, 136 reviews
Guest favorite
Cabin in Lusby
Peaceful Waterfront Retreat on The Bay
Aug 31 – Sep 7
$143 per night
4.91 out of 5 average rating, 200 reviews
Guest favorite
Cabin in Montross
Camp Heron : Waterfront Cabin on the Potomac
Jun 22 – 29
$224 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Cabin in Lusby
Lakeside Cabin with Arcade & Firepit
Jun 24 – Jul 1
$361 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Cabin in Lusby
Your own private beach?? Horizon views of the bay?
Jun 10 – 17
$450 per night
4.98 out of 5 average rating, 53 reviews
Guest favorite
Cabin in Ridge
Pizza Friday
Sep 21 – 28
$391 per night
5.0 out of 5 average rating, 25 reviews
Cabin in Ridge
Waterfront Ridge Retreat Cabin on St Jeromes Creek
Jan 6 – 13
$212 per night
4.44 out of 5 average rating, 34 reviews

Destinations to explore