Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis

Terrace/patio
Private kitchen
Private kitchen
Terrace/patio
Property grounds
Don't miss out! Price and availability may change

House in Anne Arundel County, MD

14 guests · 6 bedrooms · 7 baths

Reasons to book

Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Welcome to your private waterfront escape on Lake Ogleton, where relaxed luxury meets classic Chesapeake Bay living. This spacious home is designed for making memories, offering multiple indoor and outdoor gathering spaces, panoramic water views, and direct access to the Bay from your private deep-water dock (6.5+ ft).

Outside, the property truly shines. Enjoy mornings by the water, afternoons in the hot tub, and evenings around the firepit surrounded by Adirondack chairs. The backyard features a large deck, a screened porch ideal for crab feasts and game nights, an outdoor Ping-Pong table, and a gas grill - perfect for entertaining family and friends. Boaters and water lovers will appreciate the private dock for crabbing, fishing, kayaking, jet skiing, sailing, or simply enjoying life on the Chesapeake.

Inside, the main living room offers a comfortable and inviting space with expansive windows and sliding glass doors that open to the deck, filling the home with natural light and beautiful water views. A gas fireplace and entertainment system make this room a cozy spot to unwind after a day on the water. Just off the kitchen, the screened porch serves as a second living room with plush seating and a large dining table overlooking the lake.

The home offers multiple additional living areas, giving everyone space to relax. The lower-level den includes a TV, games, a brand-new loveseat and sleeper sofa, and a full bathroom ideal for kids or extra guests. Upstairs, a bright sitting area with a futon couch/bed, table, chairs, and TV provides another comfortable retreat.

The recently renovated kitchen is fully equipped for cooking and entertaining, featuring granite countertops, wood floors, a Viking oven and range, custom cabinetry, a built-in oversized refrigerator/freezer, and two large refrigerated drink drawers. A breakfast bar seats four, while the adjacent dining area offers an extra-long table for family meals. For alfresco dining, step directly onto the screened porch for meals with a view.

Located near the Chesapeake Bay Foundation Trail and two miles of community beaches, this home offers easy access to biking, walking, and waterfront exploration all while remaining private and peaceful.

Thoughtfully laid out, waterfront, and perfect for groups, this Lake Ogleton retreat is an ideal setting for a relaxing Chesapeake Bay getaway.

Amenities at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis

Non-smoking
Pets allowed
Family friendly

Map of Anne Arundel County, MD


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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.