
Condo vacation rentals in Annapolis
Find and book unique condos on Airbnb
Top-rated condo rentals in Annapolis
Guests agree: these condos are highly rated for location, cleanliness, and more.

Newly Renovated & Modern 1BR Condo - Unit 2
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 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 train. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

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.

The Bijou Space II - Downtown Bethesda
Welcome to Bethesda! My Bijou Space is conveniently located in the heart of a vibrant urban community. Walk right out the front door to shopping, restaurants, coffee shops, grocery stores, & anything else you might need. It is easy walking distance to two Metro stops and 1.2 miles to the Uniformed Services University of the Health Sciences (USUHS), Walter Reed, and the National Institutes of Health (NIH); apx. 20 min. walk. While small, this place will grant you peace in an awesome location!

1 bedroom -king in Annapolis- 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.

Annapolis Waterfront Condo - Unit #: A-203
Cozy, comfortable condo. Great views - 2nd flr. Fireplace 1 bed/bath condo, sleeps 4 max, covered, water front deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy stadium. Book NOW for the Summer! Easy access to Spring/Fall boatshows. 12 stairs, no elevator. Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and 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

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.

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

Renovated Apt In Historic Dist w/2 Parking Spots
Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end 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 12.

1st Floor Condo in Annapolis
This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock (limited access) and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

Cozy Old Town Apartment
Welcome to our charming condo in the heart of historic Old Town Alexandria! Enjoy a fully equipped kitchen, cozy living room with a 55” smart TV, and a peaceful master bedroom with en-suite bathroom. With two private entrances, dedicated parking, and easy access to King Street’s dining, shopping, and metro, this home offers comfort and convenience. Perfect for relaxing after exploring D.C., or enjoying the charm of Old Town on foot!

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 20%! The month-long stay discount is 40%! Pets are $100 per stay! We would be happy to accommodate flexible check-in and check-out times if available!

Luxury Condo • In the heart of National Harbor
“Enjoy a stylish stay in this modern 2BR condo just steps from National Harbor & MGM. Perfect for families, groups, and business travelers, it features an open layout, cozy fireplace, fast WiFi, and walkable access to top restaurants, shops, and waterfront views. Comfort, location, and convenience—all in one.”
Popular amenities for Annapolis condo rentals
Weekly condo rentals

2 bedroom on King st 2 blocks to waterfront 5guest

Charming Capitol Hill/Union stCondo/PerfectGetaway

True Gem: Spacious-Modern-2 King Beds-PRKG-Deck

The Petworth Getaway w/ free parking

Crystal City Flats / Free Parking

Sunlit Top Floor <> A Private Old Town Xcape

Top-Floor Retreat • Union Market • H Street• Metro

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

New 2BR - Cherry Blossom Suite - walk everywhere!

Sojourn in DuPont Circle: Modern Meets Historic

Lovely 1-Bedroom Condo with Pool and City View

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Family Friendly HQ - Historic DC 3BR & 3BA

Hill East BnB - Modern Style and Comfort 3BR/3BA

Lux in heart of DC social scene, free parking!
Condo rentals with a pool

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!

Wyndham National Harbor | 1BR/1BA King Bed Suite

National Harbor your D.C. Vacation Springboard.1br

Wyndham National Harbor | 3BR/2BA King Bed Suite

Wyndham National Harbor | 1BR/1BA King Bed Suite

DC Views/Walk to Metro jr 1 bedroom

Club Wyndham National Harbor, 2 BR Deluxe

Wyndham National Harbor- 3 bedroom
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €149 | €160 | €156 | €147 | €173 | €158 | €160 | €167 | €165 | €174 | €186 | €176 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Quick stats about condo rentals in Annapolis

Total vacation rentals
Explore 30 vacation rentals in Annapolis

Nightly prices starting at
Annapolis vacation rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 2,130 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Annapolis vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Annapolis rentals

4.9 Average rating
Annapolis stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Norfolk Vacation rentals
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Rentals with lake access Annapolis
- Townhouse rentals Annapolis
- Waterfront rentals Annapolis
- Rentals with breakfast Annapolis
- Rentals with a patio Annapolis
- Rentals with a washer and dryer Annapolis
- Rentals with a hot tub Annapolis
- Cottage rentals Annapolis
- Rentals with an EV charger Annapolis
- Apartment rentals Annapolis
- Hotel rooms Annapolis
- Pet-friendly rentals Annapolis
- Family-friendly rentals Annapolis
- Fitness-friendly rentals Annapolis
- Rentals with pools Annapolis
- Private suite rentals Annapolis
- Rentals with a fire pit Annapolis
- House rentals Annapolis
- Rentals with beach access Annapolis
- Condo rentals Anne Arundel County
- Condo rentals Maryland
- Condo rentals United States
- Georgetown University
- Walter E Washington Convention Center
- The White House
- National Mall
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Oriole Park at Camden Yards
- Federal Hill Park
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- Howard University
- Washington Monument
- Betterton Beach
- National Harbor
- The Anthem
- Johns Hopkins University
- Patterson Park
- Capital One Arena
- Smithsonian American Art Museum





