Condo vacation rentals in Annapolis

Lux in heart of DC social scene, free parking!

Unit #2. We have a fun, modern decor that showcases a love of our pet friendly home! One parking spot. There are two bedrooms: the primary and a second bedroom room (that we use as a dressing room) both are small rooms with deluxe memory foam Murphy beds - both with attached full bathrooms. Special note: this is our full-time home. We live here and our personal things remain here throughout your stay. Please think of yourself as close friends who have come for a visit - we’ll do the same!

Brand New Reno in Historic Dist w 2 Parking spots

Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end, brand new and used exclusively as a short term rental. Private entrance, cute small custom kitchen, ceiling fans, mini split AC/ heat in every room for year round comfort. Hardwood floors, quality linens, lucid mattresses, Keurig coffee bar, toiletries. Walk to town in 10 min or less or take the free trolley to Main St, USNA, Churches, AYC. No children under 10.

Live-in Arcade in Mount Vernon w/Free Parking

This is it. Finally, a place where you can game endlessly (without a single quarter!), sleep comfortably, and enjoy the best of one of Baltimore's finest neighborhoods. This arcade-apartment has 30+ retro games distributed across 5 cabinets, with genres for every type of gamer. Driving, 4-player adventure, classic maze, and more are all here. Enjoy luxury finishes: quartz countertops, Italian furniture, king-sized bed, and high-definition flat screens. Easy access to CFG and M&T Bank Stadium.

New Downtown Annapolis Condo With Free Parking

This newly constructed property brings chic, low-maintenance living to the heart of Annapolis. No parties, events, or large gatherings! The week-long stay discount is 25%! The month-long stay discount is 40%! The early bird discount is 10% (12 months in advance) The last minute discount is 10% (28 days in advance) Pets are only $100 per stay! Additional guests are $15 per person per night :) We would be happy to accommodate flexible check-in and check-out times if available!

Annapolis @Gate 1 steps to the Harbor Free parking

Parking included. The heart of Annapolis 1 street from the harbor, fun restaurants & backs to the Naval Academy. This 1st floor 2 bed / 1 ba condo has been fully renovated with new paint, floors, bath & kitchen. 1 Parking space included & additional paid parking on street. Queen Bed & sleeper couch is a full size. Linens included. Kitchen includes refrigerator, stove/oven, microwave, keurig, dishes silverware, pots and pans. High speed internet included & separate work area.

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW FOR SUMMER 2025! SPRING and FALL BOAT SHOW AVAILABILITY! Free reserved parking! Walk to show in minutes! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool hours are fixed: Mon: 4pm-8 Tues: Closed Wed: 4-8 Thurs: 4-8 Fri: 3-8 Sat/Sun/Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location. 15 min. walk to downtown Annapolis/USNA. MULTIPLE Free parking options.

Stylish apt w free gated parking, kitchen & patio

Bright basement gem in the heart of DC! This thoughtfully renovated space gets sunlight in the front and rear through real windows and glass doors. Enjoy your morning coffee on your own private patio. Come and go easily with your dedicated gated parking spot (yes, free parking!). Working during your stay? We provide fast internet. Live like a local in a (relatively) quiet residential neighborhood.

Attractive one-bedroom unit on Capitol Hill

This unit offers great hospitality in the heart of Capitol Hill; set back from a quiet street, while being near the neighborhood activities. Ground floor, accessible, comfortable, attractive and fully equipped. Incredible location, less than a block from Eastern Market Metro, so within easy walking distance of the Capitol and other tourist sites. Close to many restaurants and shops.

Cozy Oxford Getaway

Welcome to our cozy Oxford getaway. Located in the center of town, next to the Oxford Market, and across from the park. The apartment is centrally located and walking distance to all the restaurants, shops, and marinas. Oxford is a quaint little town that was founded in 1683. It was home to Robert Morris, the financier of the American Revolution.