Townhome holiday rentals in Anne Arundel County

A spacious living area features a plush blue sofa and a round coffee table with a decorative plant. A large TV stands on a stand opposite the sofa. The open layout provides a view of the dining area and staircase, enhancing the flow of the space.

4.86 out of 5 average rating, 71 reviews

Walk to Dock USNA - Renovated 2BR Downtown

Welcome to your beautifully renovated 2-story townhouse with a fenced backyard! Just 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 events, waterfront, restaurants, and local shops. Perfect for Naval Academy visits, parents of midshipmen, 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.

4.96 out of 5 average rating, 239 reviews

A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.

Townhouse in North Beach

Beach Passes, King Bed - hosted by A Haven Away

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

The exterior of a historic townhome is showcased, featuring red brick walls and black shutters. Lush greenery and colorful flowers enhance the garden area. A flag may be seen hanging from the building, set against a clear blue sky.

4.95 out of 5 average rating, 192 reviews

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.

Townhouse in Upper Marlboro

5 out of 5 average rating, 33 reviews

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!

4.5 out of 5 average rating, 6 reviews

Townhouse in Bowie

Spacious Luxury Townhome available close to DC

This stylish townhouse is perfect for small groups or family of four. The second floor features a bright, open-concept layout with a spacious living room, dining area, and kitchen—ideal for relaxing or spending time together. Guests have access to the second and third floors, offering privacy and a comfortable multi-level stay. The home includes two well-appointed bedrooms: a primary bedroom with a king-size bed and a second bedroom with a queen-size bed. Each bedroom has its own smart tv.

5 out of 5 average rating, 29 reviews

Townhouse in Severn

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.

A spacious living area features a combination of comfortable seating, including a patterned armchair and a gray sofa. Natural light brightens the space, which includes a dining table in the background. A staircase with wooden steps leads to the upper level.

4.9 out of 5 average rating, 174 reviews

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!

A dining area features a round black table surrounded by four woven chairs. A white vase with greenery rests on the table. Natural light from a window illuminates the open living space, which integrates a cozy seating area with a light-colored sofa and a mounted TV.

4.91 out of 5 average rating, 192 reviews

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.

4.97 out of 5 average rating, 33 reviews

Perfect place for your family

Less than 2 miles away is Sandy point state park and a new bike trail within walking distance,just a few minutes to the bay bridge Just within 5 miles or less you will find the U.S naval academy ,Navy Stadium,Annapolis city dock ,Maryland State house. Washington DC is 50 minutes away with many more attractions in the surrounding area!The house Newly renovated, and Located in a quiet cul-de-sac with friendly neighbors, private driveway, and a beautiful big backyard

The front of a charming duplex features a prominent bay window and a welcoming porch adorned with a large umbrella and seating. Bright flowers line the railing, and an American flag is displayed, enhancing the inviting façade surrounded by neatly trimmed greenery.

4.84 out of 5 average rating, 139 reviews

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.

A modern kitchen is highlighted by sleek white cabinetry and a large island with seating for four. Stainless steel appliances are positioned for convenience, and natural light fills the space through a window overlooking the backyard.

5 out of 5 average rating, 108 reviews

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.