Townhouse holiday rentals in Annapolis

4.95 out of 5 average rating, 168 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.

4.85 out of 5 average rating, 55 reviews

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!

5 out of 5 average rating, 105 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!!!

4.9 out of 5 average rating, 156 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!

4.92 out of 5 average rating, 226 reviews

Townhouse in Alexandria

1bed basement with private entrance & free parking

Cozy living room and custom built private open kitchen(no oven). An electric recliner couch and 65’ smart tv mounted right above the fireplace. One bedroom with comfortable queen bed. Private full bathroom, Private laundry,Private fenced backyard backing trees to provide peace and privacy. Conveniently located close to Kingstown Shopping Center & Ft. Belvoir. Easy commuting to Interstate 495, Van Dorn Metro & Huntington Metro! Two Assigned Parking Spaces and tons of street parking!

4.96 out of 5 average rating, 191 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.

4.97 out of 5 average rating, 253 reviews

Townhouse in Fells Point

Waterfront Home In Heart Of Historic Fells Point

Literally located steps away from the waterfront in Historic Fells Point, Baltimore City, Maryland. Walking distance to all that Fells Point has to offer - to include restaurants, shops, stores, bars, family gathering areas, and water taxis to other desired waterfront locations in Baltimore City. Home is fully loaded & has a rooftop desk with a wonderful view of the Fells Point Waterfront, state-of-the-art appliances, TVs in multiple rooms, incredible ambiance, and great comfort.

Superhost

4.91 out of 5 average rating, 190 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.

4.98 out of 5 average rating, 191 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.

5 out of 5 average rating, 94 reviews

Downtown Annapolis Townhome! Beautiful!!!

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.

5 out of 5 average rating, 41 reviews

*Charming Downtown Townhouse w/Parking & Patio! A

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!