Townhome holiday rentals in Anne Arundel County

4.95 out of 5 average rating, 145 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.

4.83 out of 5 average rating, 128 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, horse shoes, corn hole, and much more! Great outdoor family entertaining!!! Just ask! hosted hundreds in our home & have most every amenity. It's a modernly decorated duplex home w/ brand new wood floors, great massage chair & much more. We have it all! IT’s our HOME WHERE WE LIVE & have our belongings!

4.96 out of 5 average rating, 196 reviews

Townhouse in North Beach

Walk to the Beach! Beach Passes | Games I King Bed

Welcome to Bay Haven at A Haven Away! Relax in a plant-filled oasis which offers the perfect setting to unplug, relax, and connect with loved ones. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We can't wait to share our 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

5 out of 5 average rating, 101 reviews

Moose’s Happy Place

Built in 2019 with open spaces and happy places on historic Eastport Peninsula. A fresh take on coastal contemporary with front & back porches just steps from the Severn River & Spa Creek. Easy to enjoy the salty vibe with short walks to water access areas as well as Eastport's best local pubs and restaurants; or head over the Eastport bridge to downtown Annapolis and the Naval Academy - also accessible by water-taxi, rental boats & paddle-boards... A great NEW place in a great OLD place!!!

Superhost

4.91 out of 5 average rating, 137 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!

5 out of 5 average rating, 11 reviews

Townhouse in Hanover

3-Level Luxury Near BWI, Casino, Mall & More!

Restaurants, movie theater, stores, gaming all 5 minutes or less away! BWI airport 12 minutes away! 5 minutes from the largest mall in MD. Casino and Entertainment center, Family dinner theater. Suburban family-friendly modern townhome central to major hubs in the Balt/Wash area. Equipped for cooking/entertaining. Space for privacy/relaxation. Great for group travel. Areas for working from home. Close to Columbia/Annapolis and more. Access to additional amenities at community center.

4.96 out of 5 average rating, 182 reviews

★ 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.

Superhost

4.92 out of 5 average rating, 174 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.

4.94 out of 5 average rating, 127 reviews

Townhouse in Crofton

Crofton Central! Close to DC, Annapolis and Balto

Welcome to our fully furnished, recently renovated one-level Townhome easily accessible from/ to D.C., Baltimore & Annapolis. The home is about 20 minutes from Annapolis or DC and 30 mins from Baltimore, 15 mins to the Metro Station (New Carrollton), MARC Rail (Odenton), Fort Meade and the Naval Academy. Everything is close by within minutes…. restaurants, movies, shopping, Starbucks, Krispy Crème, grocery stories, Target, etc. The open floor offers many upgrades and extras!

4.98 out of 5 average rating, 181 reviews

Townhouse in Odenton

★ 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.

4.86 out of 5 average rating, 22 reviews

Nautical Newport Beautiful Water Front, Townhouse

This beautiful waterfront townhome with 3 bedrooms 3 and 1/2 baths recently renovated and beautifully decorated. Five minute walk to downtown, restaurant, shopping, bakery, and Naval Academy. Stainless steel appliances, granite countertops, hardwood and marble flooring, and gas grill, on patio. Two reserved parking spaces and plenty of street parking. Booked for 2025 Commissioning week. Sorry no pets. Smoking only on back patio. Quiet hours start at 10pm.