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.

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Guest favorite
A comfortable seating area features a large sectional sofa adorned with colorful throw pillows. A round table sits in the center atop a decorative area rug. Natural light streams in through wide windows, complemented by a floor lamp and a touch of greenery from plants.
Condo in Logan Circle

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
Guest favorite
The exterior of a renovated row house is displayed, featuring a blend of brick and white accents. Lush greenery is seen around the entrance, complemented by steps leading up to a welcoming front porch. A large tree provides shade to the area.
Condo in Northeast Washington

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
Guest favorite
A spacious living area is depicted with plush teal seating arranged around a coffee table. A modern entertainment unit is positioned against a wall, while large sliding doors open to a private balcony. Natural light enhances the warm tones of the decor.
Condo in Annapolis

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
Top guest favorite
Condo in Hampden

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
Top guest favorite
A cozy living area is presented with a sectional couch in soft beige upholstery, complemented by green and pink decorative pillows. Two soft-glowing lamps flank a round coffee table, while two windows allow natural light to brighten the space, along with colorful artwork adorning the walls.
Condo in Northwest Washington

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
Guest favorite
A wooden walkway extends along the water, bordered by low posts and a railing. Boats are docked in the distance, with a gentle curve of the marina visible. Potted plants and striped decor can be seen, contributing to the waterfront atmosphere.
Condo in Annapolis

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
Guest favorite
A spacious living area is presented with a blue reclining sofa facing a large wall-mounted television. Warm wood cabinetry complements the kitchen area in the background, illuminated by soft lighting. A cozy electric fireplace adds warmth, creating an inviting space for relaxation.
Condo in Annapolis

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
Top guest favorite
A bright living area features a comfortable sofa and a patterned armchair, arranged around a wooden coffee table. A rug adds warmth to the hardwood floor, while ample natural light enters through multiple windows. The kitchen, adjacent to the living space, is equipped with modern appliances.
Condo in Annapolis

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
Top guest favorite
Condo in Annapolis

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
Top guest favorite
A bright living area features stylish seating arrangements with two blue sofas and a central ottoman. A wall-mounted television is positioned beneath decorative shelving. An open kitchen space is visible, showcasing modern bar stools and a dining area bathed in natural light from a nearby window.
Condo in Annapolis

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
Top guest favorite
A scenic view of a city at twilight, highlighting a prominent monument at the center of a roundabout. Surrounding buildings and streets are illuminated, creating a vibrant urban atmosphere. The skyline is marked by various structures, including a distinctive church steeple.
Condo in Mount Vernon

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
Top guest favorite
A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.
Condo in Annapolis

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 reviews

Popular amenities for Annapolis condo rentals

When is the best time to visit Annapolis?

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Avg. priceﺩ.ﺇ 632ﺩ.ﺇ 679ﺩ.ﺇ 661ﺩ.ﺇ 720ﺩ.ﺇ 859ﺩ.ﺇ 771ﺩ.ﺇ 679ﺩ.ﺇ 709ﺩ.ﺇ 698ﺩ.ﺇ 738ﺩ.ﺇ 786ﺩ.ﺇ 746
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