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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.

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Guest favourite
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
4.9 out of 5 average rating, 571 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.

Top guest favourite
A spacious living area features a large L-shaped sofa and a TV mounted on the wall. A coffee table sits centrally, and a plant adds a touch of greenery. A dining table for four is visible in the background, illuminated by recessed lighting.
Condo in Capitol Hill
4.99 out of 5 average rating, 145 reviews

Centrally located Capitol Hill one-bedroom unit

This apartment is a true find and good value! Less than a block from Eastern Market Metro on Capitol Hill, putting key tourist sites within easy reach. The Capitol is within a mile's walk. Just around the corner from the famous 8th Street SE restaurant row. Essential shops are nearby too. In an incredible location but set back from the road giving peace and quiet! This is a light, dry, clean, spacious, and fresh basement unit with private entrance and well equipped with every need provided for.

Top guest favourite
A welcoming living area features a light-colored sofa and an upholstered armchair, positioned around a central wooden coffee table. A unique area rug with intricate patterns adds warmth. The kitchen area, visible in the background, is equipped with modern appliances and a breakfast bar with stools.
Condo in Annapolis
4.96 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, BR2 with Full. LR w/sofa

Guest favourite
A modern kitchen is equipped with stainless steel appliances, including an oven, microwave, and dishwasher. Counter space is accentuated by dark granite and white cabinetry. Cooking utensils hang above a clean workspace, while a window allows natural light to brighten the room.
Condo in Bloomingdale
4.83 out of 5 average rating, 338 reviews

Spacious Bloomingdale 1BR; garage parking included

Enjoy urban, neighborhood living in this beautiful, modern 1-bedroom on a quiet street in the heart of bustling Bloomingdale in NW DC. Perfect for a weekend getaway to enjoy the culture and nightlife the city has to offer, or for the business traveler looking to avoid the downtown hotel scene. Just steps from popular neighborhood restaurants, including Red Hen, DCity Smokehouse, and Big Bear Cafe. NOTE: Refurnished & painted (as shown in photos) in March 2021. New HVAC system in May 2021.

Guest favourite
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
4.97 out of 5 average rating, 118 reviews

1 bedroom -king in 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.

Top guest favourite
Condo in Hampden
4.99 out of 5 average rating, 134 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.

Top guest favourite
Condo in Annapolis
4.97 out of 5 average rating, 316 reviews

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

Guest favourite
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
4.89 out of 5 average rating, 123 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.

Guest favourite
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
4.94 out of 5 average rating, 428 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.

Top guest favourite
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
4.96 out of 5 average rating, 119 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 and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

Superhost
The bedroom features a spacious bed layered with soft white linens and an accent blanket. A bedside lamp offers focused lighting. A door leads to a closet space, while large windows allow natural light to illuminate the area. A plush, light-colored rug adds comfort underfoot.
Condo in Braddock Road Metro
4.86 out of 5 average rating, 240 reviews

Private Apt-Old Town Alexandria-Self Check In

Nearby Braddock Metro Rail Nearby Metro Buses Minutes to Washington DC Minutes to National Harbor 50" 4K HDTV in living room 43" 4K HDTV in bedroom King size bed in bedroom Fully equipped + stocked kitchen Extremely safe neighborhood Onsite washer + dryer Insurance Friendly High Speed WiFi 4 min walk to metro rail 7 min drive from DCA Nearby Shops Nearby Dining Nearby Entertainment Walker's paradise

Top guest favourite
A bright living room features large windows dressed with light curtains, allowing natural light to fill the space. A comfortable sofa and armchair are arranged around a sleek coffee table, with shelves displaying books and decorative items, contributing to a welcoming atmosphere.
Condo in Annapolis
4.98 out of 5 average rating, 162 reviews

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!

Popular amenities for Annapolis condo rentals

When is the best time to visit Annapolis?

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Avg. price$237 CAD$213 CAD$221 CAD$232 CAD$273 CAD$249 CAD$253 CAD$264 CAD$260 CAD$275 CAD$293 CAD$278 CAD
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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 $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Annapolis vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Annapolis rentals

  • 4.8 Average rating

    Annapolis stays are highly rated by guests—averaging 4.8 out of 5!

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