Condo vacation rentals in Annapolis

4.89 out of 5 average rating, 472 reviews

Condo in Logan Circle

Bright, large zen studio on historic Logan Circle

Bright, open plan nearly 1,000 square foot private studio apartment with space for an entire family in historic Logan Circle neighborhood on a quiet street. This English basement has great ceiling height, good natural light, clean white paint, & a peaceful, zen design. Everything you need for a short or long stay. Short walk to White House, Mall & museums. Logan Circle is DC's hottest & hippest area with a 96 walk score. Stay in a historically preserved brownstone right in the center of it all!

4.95 out of 5 average rating, 122 reviews

Condo in Dupont Circle

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!

4.88 out of 5 average rating, 245 reviews

Condo in Penrose

Newly Renovated & Modern 1BR Condo - Unit 1

Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City & National Airport. Spacious unit with free cable TV, secure Internet/Wi-Fi, FREE reserved parking space in private lot, in-unit Washer/Dryer, Full Kitchen. Steps away from public transit buses that route to multiple Orange/Blue/Silver line Metro trains. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

4.94 out of 5 average rating, 410 reviews

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.

4.98 out of 5 average rating, 130 reviews

Condo in Chevy Chase

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

4.97 out of 5 average rating, 110 reviews

Welcome to Annapolis-very low cleaning fee

Brand New Vacation Rental – Prime Annapolis Location! 1 bedroom. Experience the best of Annapolis in this newly renovated, beautifully furnished 1-bedroom condo with a king bed and NO chore list! This open-concept retreat offers a bright, modern interior and a private balcony to unwind. Start your day with a scenic walk through Truxton Park trails or head to the boat ramp to catch a water taxi to downtown Annapolis! Whether you're here for relaxation or adventure, this is the perfect spot.

Superhost

4.87 out of 5 average rating, 107 reviews

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.

4.95 out of 5 average rating, 156 reviews

Condo in Capitol Hill

Light-filled Private Oasis / Close to Capitol Bldg

Light-filled and Moroccan inspired, this serene yet vibrant urban retreat is your perfect home away from home. Fully-equipped for a care-free stay a mile from the nation's Capitol. Easy & free access via streetcar from Union Station. Walk to some of DC's best markets, restaurants, coffee shops and nightlife. Enjoy the charm of Capitol Hill and proximity to DC's dynamic H Street corridor, this lovely two-story retreat is the perfect place to stay for families or small groups.

4.94 out of 5 average rating, 180 reviews

Condo in Baltimore

Sun House in Hampden Private Apartment no stairs

Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Only two steps to a welcoming porch and keyless entry to our foyer/Shared hall. Straight ahead is Sun Apartment, private studio with stocked kitchen, comfiest 5 star bed, private bath, laundry and back yard access. Yoga room/ office located in shared hall. No need for a car in the heart of Hampden's Avenue just a block away. LGBTQ+ friendly

4.97 out of 5 average rating, 296 reviews

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.

4.97 out of 5 average rating, 135 reviews

Condo in Oxford

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.