Townhome vacation rentals in Annapolis

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!

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!!!

Comfortable Studio Apartment

A cute studio apartment in the basement of a newly renovated home. Guests have a private entrance with their own private bathroom. You also have use of a full-size washer and dryer. Other amenities include an honor bar stocked with beer and wine, an arcade style game with over 200 popular titles including Ms. Pac Man, and coffee/tea. Please note that we live upstairs, but the space is private. It is separated by a stairwell and a locking door. It is comparable to a hotel room, but nicer.

★ 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.

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.

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.

★ 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.

Suite w/ parking; 8am in, 4pm checkout

High-end suite with secure on-site parking, kitchenette with microwave, office desk, comfy king sized bed. We allow early check-in (8am) & late check-out (4pm) with keyless entry. No crazy rules or cleaning procedures - you get all the comforts of a hotel with homey touches of amenities: toiletries, chargers, high-speed WiFi and TV streaming. Steps away from Convention Center, National Mall and Smithsonian Museums, and other attractions.

Charming Historic Townhouse Steps From USNA

Welcome to the heart of Downtown Annapolis! This charming historical townhome offers convenient proximity to the Naval Academy, Waterfront, Bars, Restaurants, and Shopping. With two queen beds, a washer and dryer, and a fully equipped kitchen, immerse yourself in the luxury of a home away from home while experiencing the essence of Annapolis.