
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

Osprey's roost: Spring and summer 2025

Waterfront Studio | Bikes & Kayaks | Beach Access

Waterfront Getaway with Dock

The Hideaway at Mill Creek

Rivah View

The River House, a Wicomico Beach Retreat

Waterfront Farmhouse Meets Modern Luxury

Beach Please! River cottage w/private beach & dock
Cottage rentals with a kayak

Relaxing Waterfront Cottage w/ Private Dock/Kayaks

Cottage with a view!

Chesapeake Bay Cottage

Modern 2 Bdrm Cottage in Historic River Community

Bungalow Private Beach & Dock Colonial Beach Water

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Waterfront Chesapeake Bay Sunrises & Fishing Pier!
Cabin rentals with a kayak

*Private Waterfront Retreat w/3 Cabins Close to DC

True St. Michaels 6 Acre Waterfront w/heated pool

Pizza Friday

Camp Heron : Waterfront Cabin on the Potomac

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Ocean Break

Luxury cabin - Pond - 16 acres

Dinna Fash-3 BR Waterfront Log Cabin
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Jersey Shore Vacation rentals
- Outer Banks Vacation rentals
- Ocean City Vacation rentals
- The Hamptons Vacation rentals
- Cabin rentals Southern Maryland
- Rentals with breakfast Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a fire pit Southern Maryland
- Rentals with an accessible height toilet Southern Maryland
- Bed and breakfasts Southern Maryland
- Condo rentals Southern Maryland
- Rentals with lake access Southern Maryland
- Family-friendly rentals Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Rentals with a hot tub Southern Maryland
- Rentals with a patio Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Guesthouse rentals Southern Maryland
- Rentals with a washer and dryer Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with beach access Southern Maryland
- House rentals Southern Maryland
- Hotel rentals Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Private suite rentals Southern Maryland
- Waterfront rentals Southern Maryland
- Rentals with a home theater Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Pet-friendly rentals Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with a fireplace Southern Maryland
- Farmstay rentals Southern Maryland
- Rentals with a kayak Maryland
- Rentals with a kayak United States
- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Library of Congress
- Lincoln Park
- Breezy Point Beach & Campground
- Piney Point Beach
- American African Museum
- Quiet Waters Park
- Meridian Hill Park
- Ragged Point Beach