Townhome vacation rentals in Annapolis

Historic 3 Bedroom Downtown Annapolis Townhome

Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, Downtown Restaurants, Bars, Shopping, and Festivals. Enjoy and relax on your large private, fenced-in patio or in your modern living room. While the restaurant scene is mouth-watering in Annapolis, you can also stay "home" and cook in your gourmet kitchen. Explore all that Annapolis has to offer from the comfort of your home away from home! No on-site parking but lots of off.

Large 2BR Renovated—Walkable Downtown USNA & Dock

Welcome to your fully renovated 2-floor, 2BR, w/laundry townhouse in Downtown Annapolis! This spacious 1,162 sqft + backyard home is just walking distance to top attractions like the Naval Academy, Water City Dock, Navy Stadium. Enjoy luxury foam mattresses, new appliances, blackout curtains, Fios WiFi, foosball, Roku TVs, air fryer, juicers and more! With a central location to events and shows, and a quick drive to winery, this townhouse offers the perfect mix of comfort, convenience, and fun!

Historic Downtown Annapolis

Welcome to Walter’s D.O.G. House in Historic Annapolis! This used to be our family home, it is very special to us. We hope you also enjoy the charm it has to offer right in the heart of Downtown Annapolis. We are located in the epicenter of all things. Main Street is our backyard with everything Downtown Annapolis has to offer just a close walk away: Bars, Restaurants, Parks, the Ego Ally Waterfront, etc. USNA is just a few short blocks away + Navy-Marine Corps Stadium is a quick 1.1 mile ride.

Beautiful Townhome Downtown Annapolis

Located in the Historic District of Annapolis, you're in walking distance of State Circle, Church Circle, Naval Stadium, Naval Academy, and surrounded by all things Annapolis! Enjoy amazing shops, entertainment venues, and great restaurants for food and happy hour! In between exploring Annapolis, comfortably relax with a good movie on the smart tv or with your wifi-enabled devices. Bring family and/or friends to enjoy the comfort of our beautiful home in an absolutely wonderful City!

★ Midcentury Modern Getaway ★ Prime Location ★

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. Capture Instaworthy views from the rooftop deck including the architecture of the State House and Naval Academy domes. Cozy up with a great show or movie on the smart TV or on your WiFi enabled device. Unwind and relax in any of three finely appointed, luxurious king bedrooms while admiring the historic details of this home.

You'll Never Want to Leave

Walk 1 blk to Navy stadium/less than mile to city dock! With fabulous fenced in outdoor oasis for relaxing family fun - w/hot tub, outdoor bar w/flatscreen TV, fireplace, swing, bocce ball, ping pong, horse shoes, corn hole, & much more! Great family entertaining!!! hosted hundreds in our home & have most every amenity. A modernly decorated duplex home & much moreWe have it all! IT’s our HOME WHERE WE LIVE & have our belongings it is not an empty rental. Massage chair broken 😞

Annapolis Downtown Pleasant St Townhome 3 bedrooms

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. 10 min walk to Main St. 15 min walk from Naval Academy. 300 Mbps high-speed Nest wireless internet. Parking available, as well as another parking garage nearby 600 ft. Cozy up with a great show or movie on the smart TV or on your WiFi-enabled device. Unwind and relax in any of three finely appointed, luxurious bedrooms.

Comfy Home in Charming Hampden

2 bedroom + den on cute street in Hampden/Wyman Pk. Quick walk to restaurants & shops on The Avenue as well as Hopkins University and The Baltimore Museum of Art. Minutes drive to downtown, train station. Front porch & back yard. Over a century old, with updates and character. Please note the 1/2 bath is located in the basement. Also, there is a 10 step flight of steps from the street to the main level and a flight of steps to main bath and bedrooms on the second floor.

★ Odenton Oasis ★ Patio | Central to Everything

Welcome to our beautifully furnished, remodeled home just minutes from MARC station with great proximity to DC, Baltimore, Annapolis, Historic Ellicott City--truly central to unlimited historical sites, restaurants, shopping and more! Enjoy a movie, relax on a hammock in the screened-in outdoor space or go sightseeing! Located just 15 mins from BWI and within 5 mins from highway, MARC (w/ trains leaving regularly to DC & Balt), Ft. Meade and walking trails.