Annapolis: Vacation Rental By Owner

When this home was renovated in 2008, no expense was spared to upgrade and decorate this house with every amenity. Cherry hardwood cabinets with stainless... ...more

Come stay at this amazing home a mere 100 yds from market square in downtown Annapolis, MD featuring off street parking spots for two mid-size cars or one full... ...more

Historic Downtown Annapolis Home! Steps from the State House and a block from City Dock in a beautifully renovated home w/ driveway parking on a quiet residential... ...more

You will love the convenience of being a short walk/drive to downtown, Rt 50, and the shopping districts from this condominium. Located in a quiet residential... ...more

Historic home across from St. John's College, less than a 5 minute walk to the Academy. This four bedroom , two and a half bathroom home has sleeping for eight in... ...more

3 bedroom/3 bathroom house with bonus room/office with futon. Convenient to downtown (1.5 mile walk), Naval stadium, etc. Sleeps 8 comfortably. First bedroom... ...more

Property Location When you stay at this villa in Annapolis, you'll be in the suburbs, within a 15-minute drive of Maryland State House and Chesapeake Bay... ...more

Completely renovated 1st floor apartment located in the heart of Historic Downtown Annapolis. Everything is within walking distance. Full Kitchen w/ Gas Stove,... ...more

Enjoy this beautiful west Annapolis home, complete with spacious living areas, renovated kitchen, in-home gym, and amazing "man cave" with a full bar. Within... ...more

Miller Cottage is a charming 1920s style cottage in the quiet neighborhood of Homewood, a quick one mile to Church Circle/West Street and the state capital of... ...more

A beautiful new 3-level town home in gated community: stainless steel appliances, hardwood floors, indoor/outdoor fireplace on deck, and easy parking. Minutes... ...more

A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in this newly-remodeled and totally upgraded... ...more

Waterfront timber frame house in Annapolis, MD. Private, wooded setting with excellent views. Please inquire to the property owner for accurate rates and... ...more

This charming guest house with private access is in a great location! Just 2 miles from the Naval Academy, Downtown Annapolis and the State house. Easy access /... ...more

4 bedrooms plus sofa bed - sleeps 9 in beds (two air mattresses also available to sleep an additional 4). First floor wheelchair accessible bedroom with ADA... ...more

Quaint community of Arundel on the Bay in Annapolis, Maryland. Spacious 4 bedroom, 3.5 bathrooms in 3000 s.f. waterfront home on the Chesapeake Bay. with a 30 ft... ...more

Well-appointed home located five minutes from downtown Annapolis. Walking distance to Supermarket, Pharmacy, banks. Near Chesapeake Bay and Quiet Waters Estuary.... ...more

3 bedroom 2 bathroom upper level of home directly facing the bay. Full kitchen and screened in porch with hammock. Large yard for games and cooking out. Beach... ...more

Welcome to our beautiful Annapolis home - perfect for Naval Academy Commissioning Week! This wonderful house is less than a 10 minute walk to the Navy-Marine... ...more

Walking distance to the Naval Academy - or a quick water taxi ride to the Annapolis dock (steps to the Academy entrance)! Eastport single family home with room... ...more