Vacation rentals with a kayak in Baltimore County

Waterfront Home with Private Beach, Stunning Views

Escape to paradise at our Chesapeake Bay waterfront vacation home in Oliver Beach! Our home is the ideal place to unwind and appreciate the beauty of Chesapeake Bay. You'll love the stunning views, the private beach, the spacious upper deck and the beachside deck surrounded by trees. You'll have so much fun fishing, swimming, kayaking, paddle boarding, or just relaxing by the water! It's the perfect spot for a dreamy retreat, a romantic sojourn, or for shared fun with group of friends or family.

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home w/ a dedicated pier located on Sue Creek on the Chesapeake Bay! Includes 2 master bedrooms each with a queen size bed and dedicated bathroom with large shower stall. Kitchen & Great room are fully equipped with all amenities for a comfortable stay. Outside includes a large patio with furniture and charcoal grill, a pier w/ 2 Kayaks & private parking area. Convenient to many water & land establishments! No Pets or smokin

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, 4 Bathroom .one bedroom 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 .

Merriweather Lakefront Couples Retreat | Firepit

Escape to a private lakefront couples retreat steps from Merriweather Post where sunset reflections, peaceful water views, and romantic evenings by the fire pit create an unforgettable stay. Couple retreat invites serenity, offers panoramic views, sun-filled sunroom, and a tranquil patio steps from calm lake. Wake to golden sunsets, sip coffee as geese glide by, and unwind at sunset surrounded by peaceful waterfront beauty. Luxury comfort meets nature in this elegant boutique couple escape.

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.

Rumsey Island!

This beautiful home has a fenced in backyard and views from the backyard that leads out to Chesapeake bay. Variety of fish to catch off the dock. Many local hiking trails and beautiful state parks. Many stores near by and within 2-15 mins you have a variety of stores in all directions. Bring the whole family or just a guys trip to fish or possibly a girls weekend to get some rest. This home has the views and the feels for a getaway. Look no further Chesapeake bay is a boat ride away.

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.

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront

The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property will be available by end of May 2024.

Flohom 2 | 2BR Floating Suite • Canton Waterfront

FLOHOM 2 | Modern Charm is a two-bedroom, two-bathroom luxury houseboat with 360° harbor views and a rooftop fire pit. Each bedroom has a queen Helix Luxe mattress with Parachute linens and its own full bath. Sunlit living area, full kitchen, Starlink WiFi, and a rooftop with an 8-seat dining table, sectional sofa, and lounge chairs. Docked at Lighthouse Point Marina in Canton, steps from dining, the waterfront park, and the water taxi. Welcome aboard. ✨

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!