Vacation rentals in Lake Shore

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Top-rated vacation rentals in Lake Shore

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Guest favorite
An open layout living area features a kitchen equipped with stainless steel appliances and a breakfast bar with high stools. A dining table is visible in the background near large windows. The space is complemented by two leather couches and light hardwood flooring.
Home in Arnold
4.91 out of 5 average rating, 148 reviews

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Top guest favorite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.97 out of 5 average rating, 470 reviews

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Top guest favorite
A well-lit living area features a black piano along one wall, with a wooden cabinet displaying books and decorations nearby. A fireplace is set within a white brick surround, and a flat-screen TV is mounted above. Comfortable seating is arranged for relaxation.
Guest suite in Arnold
4.96 out of 5 average rating, 760 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Top guest favorite
Home in Pasadena
4.97 out of 5 average rating, 71 reviews

Waterfront Oasis | Game Room + Fire Pit + Hot Tub

Picture yourself waking up to stunning views of the waterfront and spacious yard, while sipping a fresh warm coffee! Or enjoy a soak in the private hot tub while watching the sunset. For those sports fans we offer a 75" TV and pool table in the well-equipped game room. The outdoor area features a spacious dining setup, perfect for al fresco meals, and a fire pit for evenings of warmth and conversation. Whether you’re lounging by the water or entertaining, this property is the ultimate retreat!

Top guest favorite
An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.
Home in Crownsville
4.98 out of 5 average rating, 41 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

Heron House sits on the end of a pristine point surrounded by water everywhere you look. This enchanting waterfront retreat offers the perfect blend of tranquil charm and modern comfort and has been newly furnished and remodeled. Take in the spectacular views of the Severn River on the large deck with lounge seating and dining. Only 20 minutes by boat or by car to Annapolis’ City Dock, you can enjoy charming shops, historical tours, waterfront dining, and the Naval Academy. Bring your boat!

Guest favorite
A spacious dock area displays two Adirondack chairs positioned for enjoying the water views. The wooden platform features a vibrant finish, with boats visible in the distance and trees lining the shoreline under a partly cloudy sky.
Apartment in Pasadena
4.98 out of 5 average rating, 53 reviews

Relaxing Waterfront Apartment!

Welcome to our Bayhouse StayApartment! Our waterfront getaway features a large dock where you can relax on Adirondack chairs and soak in the beautiful water views! Enjoy kayaking (we have 2 for your use) and feel free to bring your own non motor watercrafts. Roast marshmallows in the our Gazebo's fireplace Inside the apartment you will find a beautiful updated kitchen, comfortable living room, 2 bedrooms and a bonus loft area Full bathroom is upstairs, and downstairs has a half bath.

Top guest favorite
A charming cottage is nestled among lush trees, featuring a spacious yard of green grass. Ample sunlight filters through the leaves, casting playful shadows. The exterior showcases a combination of windows and porch areas, offering a welcoming appearance in a serene environment.
Cottage in Pasadena
4.97 out of 5 average rating, 194 reviews

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.

Top guest favorite
The spacious open-concept living area features vaulted ceilings with exposed wooden beams. A round dining table is surrounded by four upholstered chairs. A comfortable blue sofa faces a media console, while natural light streams through large windows, creating a bright and inviting environment.
Apartment in Severna Park
5.0 out of 5 average rating, 88 reviews

Welcome to Anchors Aweigh!

Kick back and relax in this calm, fresh and stylish space. "Anchors Aweigh" ⚓️ provides a peaceful getaway in a quiet community with a water view of Cattail Creek. The first floor game room is stocked with games for your entertainment and competitive streak ;) Upstairs you'll find a large spacious living room, kitchen, full bathroom with tub and bedroom, where you can unwind after a long day of sightseeing. 🧳 *guests are not permitted use of waterfront activities, for liability.

Top guest favorite
Home in Annapolis
4.97 out of 5 average rating, 103 reviews

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier/dock! Gorgeous sunrises! Experience fresh Maryland Crabs & fish caught from your private pier & enjoy the peace, serenity, bay breezes & waterfront green space! Connect to nature and explore Meredith Creek on the Chesapeake Bay by kayak or boat! Super CLEAN & new with water views from dining, living room, kitchen and bedroom! 1.5 miles to the Beach!

Top guest favorite
The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.
Guesthouse in Stevensville
4.99 out of 5 average rating, 361 reviews

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Top guest favorite
A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.
Place to stay in Glen Burnie
4.94 out of 5 average rating, 406 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Top guest favorite
Cottage in Annapolis
4.98 out of 5 average rating, 163 reviews

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Popular amenities for Lake Shore vacation rentals