4BR Family Retreat Near Annapolis w/ Large Yard

This beautifully updated 4-bedroom home in The Anchorage waterfront community is just 12 minutes from downtown Annapolis. Enjoy a large private yard with a fire pit and grill, comfortably appointed interiors, updated bathrooms and kitchen, and plenty of space for family trips, group getaways, and relaxing weekends near the Chesapeake Bay.

Welcome to your home away from home! This beautifully updated 4-bedroom retreat is located in a peaceful waterfront community just 12 minutes from historic downtown Annapolis. While the home itself is not directly on the water, you need only walk across the street and through the community marina to enjoy the beautiful Lake Ogleton — perfect for morning walks and sunset strolls.

• Inside, the home features bright, modern living spaces designed for comfort and connection.
• Hang out in the main living area with a sectional couch and large TV with Roku (bring your own streaming account logins).
• Enjoy meals in the formal dining room.
• Curl up with a good book in the second living room.
• Or have a cup of coffee and watch TV in the four-seasons room.
• There are so many places to relax in this home!
• The fully equipped kitchen makes it easy to prepare family meals. There is additional seating at the island.
• A half bath and laundry areas round out the first level.

With four spacious bedrooms and comfortable sleeping arrangements, there’s room for everyone.

PRIMARY SUITE:
-King bed
-Room darkening shades
-Private recently remodeled bathroom with tiled shower, double sinks, and plenty of storage

QUEEN BEDROOM:
-Queen bed
-Room darkening shades

BEDROOM 3:
-Twin daybed with twin pop-up trundle
-Room darkening shades

BEDROOM 4:
-Twin daybed with twin trundle
-Room darkening shades

Hall Bathroom:
-Deep tub/shower combo
-Double sinks

Step outside to a large private, fenced yard — ideal for kids to play, yard games (we have cornhole!), cookouts, or simply breathing in the fresh air. Enjoy multiple seating areas and hangout areas. Take two adult bikes around the neighborhood and to nearby parks.

Guests will also have access to the single car garage.

Whether you're planning a family vacation, reunion, Navy event visit, wedding weekend, or a relaxing escape near the water, this home offers the space and convenience you need.

You’ll be just a short drive from:
• Historic downtown shops, restaurants, and waterfront views
• The United States Naval Academy
• Chesapeake Bay boating and beaches
• Local parks, marinas, and waterfront dining

Enjoy the perfect balance of quiet neighborhood charm and easy access to everything Annapolis has to offer. We look forward to hosting you!

Please note: We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit. Non-Airbnb guests will be asked to pay a small damage waiver OR refundable deposit.

For extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.

Mainsail is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.