Townhouse holiday rentals in Anne Arundel County

Historic Row Home in Downtown Annapolis

Steps away from the Naval Academy, St. John's College, State House, City Dock, Yacht Club, St. Mary's Church and local restaurants/bars/shops. This spacious, beautifully updated historic 2 story / 2 bedroom house built in 1900 offers rare private outdoor space, a lovely retreat in an ideal location with everything that Annapolis has to offer at your fingertips! It has the following must have amenities: -Private outdoor patio -Updated kitchen -Cozy living room -2 full bathrooms -5 min walk to G

Walk to Dock USNA Stadium-Renovated 2BR Downtown

Welcome to your beautifully renovated 2-story townhouse with a fenced backyard! Only blocks from the heart of Downtown Annapolis. Enjoy a spacious layout and a private patio. Walk to the US Naval Academy, City Dock, Rams Head concerts, waterfront, restaurants, and local shops. Perfect for Naval Academy visits, midshipmen families, Commissioning Week, Boat Shows, and year-round Annapolis events. Includes high-speed Fios WiFi, 2 smart Roku TVs, and a fully equipped kitchen for a comfortable stay.

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. Driveway & unlimited free street pkg

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.

Brand-New- Rooftop Luxe 4BR/5BA, 15 Min to DC+ MGM

New retreat-cozy, modern, luxe. This 4-bedroom, 5-bath home spans 2,800 sq ft with refined finishes and a thoughtful layout. Each room features luxe design, high-speed WiFi, and a smart TV with Netflix and Samsung TV. A dedicated home office with printer, scanner, and multiple monitors keeps work productive. Three outdoor seating areas, including a rooftop terrace with a cozy fire pit, invite outdoor time. 15 min to DC/National Harbor; 10 min to Commander Field. Ideal for short or long stays!

Beachside Oasis + Beach Passes | A Haven Away

Welcome to Bay Haven, one of five A Haven Away getaways! This plant-filled oasis is in a quiet North Beach neighborhood, steps from the wetlands park and 12 minutes on foot to the beach. We share our community beach passes and loads of local tips. The house is stocked with everything you need for a relaxed stay. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate Find us on Insta ahavenaway.

Cozy Private Suite w/Yard —10 min to BWI/F. Meade

Private and comfortable suite perfectly located for travelers, families, and professionals visiting the area. Enjoy a private entrance, dedicated outdoor space, a peaceful neighborhood, and quick access to everything — 10 minutes to BWI Airport, Fort Meade, Arundel Mills Mall, Live! Casino & Hotel, and major highways. Whether you're on a short trip, long work assignment, or weekend getaway, this suite offers clean, quiet, and convenient comfort with all the essentials for a relaxing stay.

4BD (5B) 3.5BA; Close to Airport, EV Charger

This modern & stylish home is perfect for Business/medical professionals, groups, family & individuals alike. It is located in close proximities to BWI airport, Fort Meade, MD live casino, MD Horseshoe casino, Fells point, little Italy, UMMC, Naval Academy & Annapolis water front. Home features TVs in ALL rooms (a 77" TV, Two 55" TV, a 50" Roku TV) 99" Kitchen Island, keyless self check-in, internet, and ample space. Proximity to organic stores (sprouts), & lots of restaurant choices.

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!

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.

Beautiful Downtown Annapolis Townhome!

Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , 3 and 1/2 Baths , Wonderful Upgraded Mattresses that will ensure a great nights sleep, Big screen TV's Back yard courtyard with gas firepit. And the best part....... Walking distance to Downtown Annapolis with Shopping , Dining and much more bring the whole family to this great place with lots of room for fun.

*Charming Downtown Townhouse w/Parking & Patio*

Welcome to Jefferson Annapolis! A newly renovated townhome with Annapolis charm and parking! This wonderful two-bedroom home holds you and 3 guests with its King and Queen beds plus room for two more on a Queen sofa sleeper. Entertaining options are aplenty as you enjoy a large common fenced-in backyard, patio, fire pit, and grill. Short walk to everything downtown has to offer. It just needs you!