Holiday rentals with a kayak in Baltimore County

The Little House of Rockaway Beach, Maryland

Unwind at this new home in a quiet, safe neighborhood on the Chesapeake Bay. Designed by the host, the house is decorated with a mix of vintage and new items lovingly chosen to create an eclectic coastal cottage. Four adults (no pets) will sleep comfortably on a queen bed and a sleep sofa w/queen mattress. The clean and modern kitchen is fully equipped. Enjoy water views from the attached deck or walk a short distance to the waterfront where a designated deck offers seating and water sport gear.

Peaceful Waterfront Oasis

This peaceful Chesapeake Bay retreat offers an escape from daily life, with stunning bay views providing a calming backdrop at sunrise and sunset. Relax on the deck with coffee, swim right off the dock, or unwind by the water’s edge. For adventure, take out the available kayaks or paddle board to explore the tranquil bay. Afterward, enjoy a rinse in the outdoor shower and soak in the hot tub under the stars. This serene haven blends relaxation and adventure in a beautiful, picturesque setting.

Cozy Camper, 2010 Brookstone RV - Waterfront

38 foot Fifth Wheel RV located at marina. Fully equipped kitchen, 1 bath and 1 bedroom with comfy King bed. Living space includes dinette with 4 chairs, sofa w/ full size air mattress and two recliners set up in front of a 42" flat screen TV. Heat and air provide the perfect accommodations no matter the weather. Enjoy sitting by the fire pit or explore the Bay on one of our two Kayaks. A stone's throw from Trade Point Atlantic, Key Bridge work site. Just 15-20 minutes to downtown Baltimore.

Waterfront Cheerful 5 home

Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 3 Bathroom .one bed on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .

Serenity on the Cove

Escape to the serenity of Oakleigh Cove! This beautiful A-Frame waterfront home is the perfect getaway for water lovers! It even has its own pier, crab pots for seasonal crabbing, and outdoor living space with games!, We even rent out boat slips for our guests with their own watercraft! You will be required to digitally sign an additional rental agreement before your stay. Note: If your stay is longer than 30 days, we will have the place cleaned monthly at an additional $245 per month.

Ft. Smallwood Overlook. Waterfront with Kayaks!

Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Flohom 2 | Epic 360° Views of Baltimore Harbor

Welcome aboard FLOHOM 2 | Modern Charm, a stunning two-bedroom, two-bathroom luxury houseboat accommodating up to four guests. Docked at Lighthouse Point Marina & Resort along the picturesque Patapsco River, FLOHOM 2 offers breathtaking views of Baltimore’s Outer Harbor and the vibrant charm of the Canton neighborhood. From serene sunrises to private waterfront ambiance, your stay promises an unforgettable escape filled with relaxation, exploration, and connection to the water.

Pristine Waterfront Home with Bay Views for Miles

Welcome to our home on the Chesapeake Bay! This freshly renovated 3 BR, 2 1/2 BA home sits directly at the water's edge, nestled toward the end of a quiet street. This house is 20 minutes east of Baltimore, yet you’ll feel like you’ve entered a different world. Take in the many sights and sounds of the bay from our huge wraparound deck or explore the bay by kayak. Inside, you’ll love the comfortable yet stylish living spaces, serene bedrooms, and luxurious baths.

Historic Meets Modern | Sauna &Kayak Access

Stay in a newly renovated 2-bedroom apartment attached to a historic home originally built in 1785. Skylights, granite countertops, natural wood floors, and limewash walls bring light and warmth. Enjoy 1 bathroom, a private kitchen, washer/dryer, and 1.5 acres of land. Just 10 minutes from downtown Baltimore and 13 minutes to BWI. Optional experiences: scheduled sauna sessions, farm tours, and 2 kayaks for rent. Perfect for families and weekend getaways.

Sea Dreamer

Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

Cozy Farm Cottage

Come relax at our peaceful farm, nestled in the heart of horse country! We are close to Towson, Hunt Valley, the NCR trail, and 695. Our chickens, golden retriever, and cats are waiting to meet you! Come enjoy the fresh air, sunsets, and the outdoors! You can explore the farm grounds, including a pond full of bass you can fish (catch and release), streams, and woods to explore. We even have a large field we turned into an unofficial soccer field!

Beautiful Baycation Stay

This Baycation stay is perfect for friends and family looking for a waterfront stay just 25 minutes from BWI Airport, Downtown Baltimore and Downtown Annapolis. Offering amenities like kayaks, crabbing, paddle boards, firepit, WiFi with all streaming services and toiletries to make sure you have everything in case you forget. There is a home office space set up! Kitchen stocked for home cooking, relaxing, and a guest book for eating out.