Beach house vacation rentals in Middle River

4.93 out of 5 average rating, 269 reviews

Home in Stevensville

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Enjoy your vacation in this Stylish Coastal-Country 3+ Bedroom Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups. We are conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets Parties & 14 max guests. Book Today!

4.96 out of 5 average rating, 52 reviews

Eastern Neck Water Paradise w/Brick oven & Beach

This beautiful breathtaking waterfront home is the perfect place for your vacation. This spacious 3 story house sits along the back waters of the Chesapeake Bay, along Grey’s Inn Creek with it’s own private pier and beach area!! Kayaks and paddle boards available for guests to use! The water is 6’-9’ deep depending on the tide. You can bring your own boat or if you’re interested in renting one, Lankford Bay Marina is only 15 minutes by car or boat, must have a MD boaters safety card to rent

5 out of 5 average rating, 38 reviews

Water Views in Rock Hall

Brand new, custom built home featuring a wall of windows with water views of The Haven on Swan Creek. 3 bedrooms, 3 full baths. Enjoy the screened in porch, sunning yourself on the deck or warming up by the wood stove in the wintertime. Fun tile work in the bathrooms, a giant soaker tub, built in bunk beds (full size), rugs imported from Morocco & lots of original art, brings this home to life! This house is playful & has lots of personality. Walk or bike to all the marinas & eateries in town!

4.95 out of 5 average rating, 21 reviews

Home in Middle River

The Shore House

Come enjoy all Bowleys Quarters has to offer while staying in this beautiful, newly renovated home within walking distance to Miami Beach County Park. This home offers 3 bedrooms, 2 full bathrooms, a laundry room with washer and dryer, a kitchen out of a chef’s dream, a comfortable living room, a spacious front porch, a large backyard and views of the Chesapeake Bay. You’ll be within walking distance to the beach and will be a five minute drive to a handful of local, waterfront restaurants.

4.95 out of 5 average rating, 268 reviews

Home in Grasonville

River Front, Private Single Family Home

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away

5 out of 5 average rating, 26 reviews

Home in Annapolis

Cozy Getaway – Beach Access, Fire Pit, Fenced Yard

Relax and enjoy a peaceful visit to Annapolis in this cozy, private beach neighborhood home! With room to sleep up to 8 guests in 3 bedrooms, an additional queen mattress pull-out couch, 2 full baths, a full kitchen, laundry area, outdoor firepit and much more! The space has been designed for your ultimate comfort and relaxation while visiting the historic town of Annapolis. Be sure to take advantage of Cape St. Claire's amazing private beach and some of the best crab cakes in the country!

4.99 out of 5 average rating, 116 reviews

Home in Perryville

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

4.9 out of 5 average rating, 200 reviews

Home in Annapolis

Country House on the Bay

My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

4.98 out of 5 average rating, 41 reviews

Home in Annapolis

Annapolis Cottage at Bay Ridge, Renovated 2022

Three-bedroom cottage in the historic Bay Ridge neighborhood was thoughtfully and thoroughly renovated in 2021-22 by a multi-generational Annapolis family, including all new furniture, appliances, and fixtures. The wooded setting is a short walk from several community beaches on the Severn River and the Chesapeake Bay. Very well equipped for up to six guests. Large screened porch and ample off-street parking. Minutes from downtown Annapolis and the United States Naval Academy.

5 out of 5 average rating, 94 reviews

Cozy 1920's Bungalow Near Water/Local Attractions

Updated 1920's bungalow near all Rock Hall has to offer. Blocks away from the Bay, marinas and center of town. Coffee shop, grocery and other shops 2 blocks away. Walk to several restaurants. Cozy and very comfortable. Quiet street, and peaceful at night. This house is an ideal Rock Hall location. This home is well stocked, so most condiments, coffee, tea, sodas and water are included. There are also many toiletry and first aid products. No need to bring soap or shampoo.

4.89 out of 5 average rating, 101 reviews

Home in Pasadena

Beautiful Waterfront Home With Theater Room

This beautiful Pasadena Beach House(Chesapeake Bay waterfront with Pier) private beach access and is in close proximity to Celebrations At the Bay, Fort Smallwood Park, a Golf Course, Mike’s Crab House, BWI Airport, Baltimore, Live Casino, Arundel Mills, Naval Academy, and more. **Swim at your own risk** Every Winter!!! Price Drop!!!!! Enjoy the Same Space at a Lower Rate!!!!! October to March!!!!!!!!