
Condo vacation rentals in Annapolis
Find and book unique condos on Airbnb
Quick stats about condo rentals in Annapolis

Total vacation rentals
Explore 20 vacation rentals in Annapolis

Nightly prices starting at
Annapolis vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 2,270 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!
Top-rated condo rentals in Annapolis
Guests agree: these condos are highly rated for location, cleanliness, and more.

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.
4.9 out of 5 average rating, 611 reviews
Newly renovated 1 bedroom apartment w/full kitchen
Fully renovated English basement with 1 bedroom/bath in a classic DC row house. With private front and back entrances, this unit is completely separate from the upper level. It features a full kitchen (w/utensils), dining area, a washer/dryer, high speed Internet and a cable/smart TV. Located only 4 blocks from bustling H St Corridor, a short stroll to Union Market/Ivy City, 1.3 miles to the U.S. Capitol, and a quick 10-15 min drive to downtown. Ample parking available on quiet, one way street.
4.83 out of 5 average rating, 172 reviews
Annapolis Condo-1 bedroom King
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.
4.96 out of 5 average rating, 131 reviews
Moon Base in Hampden Complete w/Movie Projector!
Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Please enter the shared hallway and find the entrance to your apartment on the right. Across from the coat rack. Moon Base (ment) is the lower level private full apartment, with fully stocked kitchen w/electric cooktop dishwasher, garbage disposal, comfy double bed, private bath w/shower, laundry and your own patio off the kitchen and access to small patio with lighting.
4.98 out of 5 average rating, 155 reviews
Modern 2bd/2ba in foodie’s dream DC neighborhood
Have fun with the whole family at this stylish place in the hip Bloomingdale neighborhood of DC. Brand new construction of a 2-bed, 2-bath basement unit with sleek modern touches throughout. It’s a quiet, comfortable, home-like retreat after a busy day of sightseeing in DC! The neighborhood is a foodie’s dream with two Michelin-rated restaurants at the end of our block (Red Hen and Phoxotic), the new Bramble & Rye on our street and local gems for pizza, Thai, sushi, burgers, and coffee.
4.97 out of 5 average rating, 340 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.
4.91 out of 5 average rating, 153 reviews
Anchors Away
Eastport: Spacious studio boasts high ceilings & lots of natural light with his and hers walk-in closets. Fully remodeled with fresh paint, new floors, bath & kitchen. Tempur-pedic Murphy bed & cozy electric fireplace below a 58” 4K television. Basement houses additional storage & full-size W/D. Grill area. Free off-on street parking. Walking distance to Eastport's finest restaurants, or take the water taxi across Spa Creek into down-town Annapolis or the Naval Academy.
4.85 out of 5 average rating, 110 reviews
Funky Uptown Apt meets Downtown - Hist District
Location location location where Uptown meets Downtown in the Historic District. 1/2 block to Dinner Under The ✨ , First Sunday Arts. Tsu, 49 West, Level in the front yard Ramshead, Stan and Joes and Reynold's Tavern in the back. EVERYTHING Annapolis (USNA, Stadium, Statehouse, Ego Alley, Main St, Eastport) is walking distance from this unique 2nd floor unit w elevated deck for morning coffee as Jazz wafts in, full kitchen, w/d, clawfoot shower/tub, MBR with Queen.
4.96 out of 5 average rating, 128 reviews
Captains Quarters | Waterfront & Pool
Welcome to Captains Quarters — your waterfront home in the Yacht Club Condominiums. Fall asleep to the sound of the water, wake up to views of Spa Creek, and walk to Eastport's best restaurants in minutes. Relax on the covered patio, swim in the community pool, or stroll across the Eastport Bridge to Downtown Annapolis. Two bedrooms, a full kitchen with Keurig and bean grinder, cable TV, and 2 free parking spots. Everything you need for an Annapolis stay on the water.
4.98 out of 5 average rating, 124 reviews
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.
4.94 out of 5 average rating, 455 reviews
Cozy Private Condo in Mt. Vernon w/ Rooftop
This cozy private condo is located in the hip/historic Mt. Vernon neighborhood, and within walking distance to numerous bars, breweries, and museums. Conveniently located right near the highway (I-83) and Penn Station, it's also a quick walk down to the Inner Harbor (only 1 mile away), and a short Uber ride to Fells Point & Fed Hill. Condo includes a 12th floor rooftop overlooking the city with amazing views. UPDATED - high speed WiFi currently available.
4.86 out of 5 average rating, 464 reviews
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.
4.96 out of 5 average rating, 180 reviewsPopular amenities for Annapolis condo rentals
Weekly condo rentals

Historic Federal hills urban lifestyle
4.86 out of 5 average rating, 291 reviews
Modern Condo, 2 Bed/2 Bath, Rooftop - 6 PPL
4.9 out of 5 average rating, 128 reviews
Sunny Apartment in Historic Capitol Hill
4.87 out of 5 average rating, 238 reviews
Light-filled Private Oasis / Close to Capitol Bldg
4.95 out of 5 average rating, 199 reviews
THE ROYAL: Nostalgic Go-Go Theme Suite w/Fireplace
5.0 out of 5 average rating, 102 reviews
Large 1 Bedroom Apt in Capitol Hill
4.73 out of 5 average rating, 181 reviews
Near DC, Walk to Metro, Cozy, Safe, Clean Studio
4.76 out of 5 average rating, 99 reviews
Cozy Condo in Columbia Heights DC, with parking!
4.94 out of 5 average rating, 123 reviewsPet-friendly condo rentals

Hill East BnB - Modern Style and Comfort 3BR/3BA
4.98 out of 5 average rating, 356 reviews
Modern Mt.Vernon studio in great central location
4.89 out of 5 average rating, 114 reviews
Beautiful Upper Level 1BR in Downtown DC
4.81 out of 5 average rating, 232 reviews
New, Sunny, 2BR - Parking, Patio, Firepit
4.9 out of 5 average rating, 287 reviews
Sojourn in DuPont Circle: Modern Meets Historic
4.89 out of 5 average rating, 105 reviews
Spacious & Quiet Base in DC 3BR & 3BA
4.91 out of 5 average rating, 162 reviews
Cozy Getaway in the City (Gallaudet/Union Market )
4.86 out of 5 average rating, 183 reviews
Entire 2 Bedroom/ 2 Bathroom unit (Heart of SHAW)
4.97 out of 5 average rating, 211 reviewsCondo rentals with a pool

Newly Renovated 1-Bedroom on Spa Creek
4.96 out of 5 average rating, 27 reviews
Waterfront Eastport Condo w Pool & Parking
4.85 out of 5 average rating, 13 reviews
Lovely 1-bedroom condo w/ 2 parking spots near DC
4.77 out of 5 average rating, 62 reviews
Club Wyndham National Harbor, 2 BR Deluxe
5.0 out of 5 average rating, 23 reviews
Wyndham National Harbor | 1BR/1BA King Bed Suite
5.0 out of 5 average rating, 32 reviews
Wyndham National Harbor | 3BR/2BA King Bed Suite
4.97 out of 5 average rating, 37 reviews
Luxury Condo Walk or Metro to Everything Parking!
4.67 out of 5 average rating, 42 reviews
2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!
4.92 out of 5 average rating, 53 reviewsWhen is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 632 | ﺩ.ﺇ 679 | ﺩ.ﺇ 661 | ﺩ.ﺇ 720 | ﺩ.ﺇ 859 | ﺩ.ﺇ 771 | ﺩ.ﺇ 679 | ﺩ.ﺇ 709 | ﺩ.ﺇ 698 | ﺩ.ﺇ 738 | ﺩ.ﺇ 786 | ﺩ.ﺇ 746 |
| 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 |
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- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- Johns Hopkins University
- FedExField
- Federal Hill Park
- Oriole Park at Camden Yards
- Capital One Arena
- Georgetown Waterfront Park
- Howard University
- Arlington National Cemetery
- Betterton Beach
- Washington Monument
- National Harbor
- National Museum of African American History and Culture
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- CFG Bank Arena
- Smithsonian National Zoological Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- National Aquarium
- Smithsonian American Art Museum





