Condo holiday rentals in Annapolis

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Top-rated condo rentals in Annapolis

Guests agree: These condos are highly rated for location, cleanliness and more.

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Superhost

Condo in Arlington

4.89 out of 5 average rating, 354 reviews

Newly Renovated 1BR Condo Sleeps 2 - Unit 1

Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City and National Airport. Spacious unit with free cable TV, secure Internet/Wi-Fi, FREE reserved parking 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 even kid friendly.

Guest favourite

Condo in Logan Circle

4.9 out of 5 average rating, 524 reviews

Gorgeous, large, modern 1 BR on Hist. Logan Circle

Gorgeous, bright, open plan nearly 1,000 square foot 1 bedroom condo with space for an entire family in historic Logan Circle neighborhood on a quiet street. Short walk to White House, Mall & museums. Built in 1900, this brownstone was thoughtfully renovated to blend modern (in-ceiling lighting, stainless steel appliances, bamboo flooring) with historic features (original exposed brick & trim). Warm, spacious & comfortable for your stay. Logan is DC's hottest & hippest area with a 96 walk score.

Guest favourite

Condo in Annapolis

4.94 out of 5 average rating, 387 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.

Top Guest favourite

Condo in National Harbor

4.89 out of 5 average rating, 149 reviews

Modern Apartments available at National Harbor

Spacious Condo in the Heart of National Harbor! Experience comfort and convenience in this stylish one-bedroom apartment with a den, which can be converted into a second bedroom upon request. Located in the vibrant National Harbor, this condo offers an open-concept design and is surrounded by an exciting mix of restaurants, bars, shops, and entertainment options for all ages. This is your perfect home base for exploring Washington, D.C. and its surroundings. We look forward to hosting you!

Guest favourite

Condo in Annapolis

4.94 out of 5 average rating, 18 reviews

Newly Renovated 1-Bedroom on Spa Creek

This newly renovated 1-bedroom condo overlooks Spa Creek & Annapolis skyline. Renovated last year, so be among the first to enjoy the space for the Boat Shows, USNA football games or for your Annapolis vacation! Available year round for your visit to Annapolis. This condo is located in the Newport Condo Building, with views of Spa Creek. You are just over the bridge from downtown Annapolis, but with the quiet and easy parking in a dedicated lot. Easy walk downtown, or take the water taxi!

Superhost

Condo in Kingstowne

4.82 out of 5 average rating, 11 reviews

Adorable Alexandria Condo

Adorable condo with vaulted ceilings, two spacious bedrooms and plenty of room to sleep 4 comfortably. Close to everything! 15 minutes to Old Town! 13 miles to downtown DC! 10 miles to National Harbor. Recently renovated full kitchen with granite counter tops and ceramic tile floors. Cool circular staircase leads you to an open and airy loft with a single sofa bed to chill or play games. WiFi available, close to shopping, and Springfield Metro Station. Washer & dryer in the condo.

Guest favourite

Condo in Northeast Washington

5 out of 5 average rating, 15 reviews

Modern, Renovated, Spacious, Condo - 3BR 3BA

Experience the best of Washington DC from our stylish condo, located in a historic neighborhood centrally located in DC. After exploring nearby iconic landmarks and museums, unwind in this newly renovated modern space. With easy access to the metro and local restaurants, your city adventures are just moments away. Take advantage of the urban trail nearby, perfect for a leisurely walk or bike ride. Enjoy the perfect blend of history and contemporary comfort in this inviting urban retreat.

Guest favourite

Condo in Northwest Washington

4.94 out of 5 average rating, 124 reviews

Modern King Bed | Convention & City Ctr (Parking)

Stay in my newly renovated 1-bedroom condo in the heart of DC! This beautiful residential neighborhood is surrounded by three metro stations and is central to many of DC’s top attractions. The condo is a very short walking distance (3 blocks) to the Convention Center and CityCenterDC, making your stay easily accessible whether you're in the District for business and/or pleasure. Enhanced internet speed up to 1000MBPS suitable for multiple devices. The walking score is an INCREDIBLE 98!

Superhost

Condo in Greenbelt

4.76 out of 5 average rating, 42 reviews

Lovely 1-bedroom condo w/ 2 parking spots near DC

Entire condo with 24/7 access through main entrance. All rooms are fully furnished and ready for you to enjoy the major makeover of the condo! Full size sofa w/ pull out bed complete w/ linens. Private setting with plenty of FREE parking available. Kitchen is fully equipped w/ dishes, utensils, pots and pans, ready to cook home cooked meals the first day you arrive. Large refrigerator, large stove and oven for cooking and meal prepping. Samsung washer and dryer inside the unit.

Top Guest favourite

Condo in Annapolis

4.97 out of 5 average rating, 98 reviews

Welcome to Annapolis-very low cleaning fee

Brand New Vacation Rental – Prime Annapolis Location! 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.

Top Guest favourite

Condo in Annapolis

4.96 out of 5 average rating, 272 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.

Guest favourite

Condo in North Beach

4.95 out of 5 average rating, 20 reviews

Unbelievable beach views for 6

This beautiful second-floor unit with 2 bedrooms and 1 bathroom is the perfect spot to enjoy a front row seat to stunning Chesapeake Bay sunrises. Sip your morning coffee or afternoon cocktail on the private patio while watching beachgoers below. Easy access from the free assigned parking spot to the unit, easy access onto the beach, close to restaurants, bars, shopping, activities and more in North Beach and Chesapeake Beach, MD.

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What guests are saying

Annapolis @Gate 1 steps to the Harbor Free parking

4.86 out of 5 average rating, 86 reviews2 weeks ago

A+++++ Super location, super host, super place! WE HIGHLY RECOMMEND! The location is literally steps from city dock and all of the restaurants and shops it has to offer but is set one very short block back so it is quiet. The street is charming with historic homes and Inns, a brick sidewalk and a few doors down from the pedestrian gate to the Naval academy. The private parking spot was an amazing feature and we had no problem parking our SUV there. Nate was a super responsive host from the moment we booked until we left. We didn't need anything because he gave such detailed info but we knew if we had any questions he would be there to help. The inside was spotless, comfortable and welcoming with an open layout. The bed was very comfortable. Thank you Nate and we can't wait to stay with you again next time we are in Annapolis!

Condo in Annapolis

What guests are saying

Harbor Gem

5 out of 5 average rating, 50 reviews5 months ago

This property is in an excellent location in Federal Hill and is walking distance between the big stadiums and the harbor as well as great restaurants. The unit was VERY clean and well kept and we enjoyed an evening watching a movie with the great sound system and large TV. All in all - a fantastic stay!

Condo in Inner Harbor

What guests are saying

Charming Renovated Condo+Full Home+Parking

4.89 out of 5 average rating, 83 reviews2 weeks ago

My friends and I really enjoyed our stay here. It was a perfect distance to all of the activities we wanted to do. Finding good street parking was only an issue on the night we arrived, otherwise we pretty much always found a spot right in front of the building. Everything was clean and comfortable, and it was a perfect fit for four people. Overall, we had a great stay and it is a very nice neighborhood to stay in.

Condo in Northeast Washington