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Condo vacation rentals in Annapolis

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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 €52 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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Top guest favorite
The open-plan space features a sleek kitchen with dark cabinetry and a breakfast bar, alongside a cozy seating area with a gray sofa. A decorative rug adds warmth to the tiled floor, while light flows in from multiple sources, highlighting the clean lines and neutral palette.
Condo in Logan Circle

Bright, large zen studio on historic Logan Circle

Bright, open plan nearly 1,000 square foot private studio apartment with space for an entire family in historic Logan Circle neighborhood on a quiet street. This English basement has great ceiling height, good natural light, clean white paint, & a peaceful, zen design. Everything you need for a short or long stay. Short walk to White House, Mall & museums. Logan Circle is DC's hottest & hippest area with a 96 walk score. Stay in a historically preserved brownstone right in the center of it all!

4.89 out of 5 average rating, 533 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, 129 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, 154 reviews
Top guest favorite
Condo in Annapolis

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

4.97 out of 5 average rating, 345 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.

4.84 out of 5 average rating, 107 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, 126 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, 121 reviews
Guest favorite
An open living area features a sectional sofa, stylish chairs, and a glass coffee table atop a textured rug. The kitchen bar is surrounded by high stools, with modern appliances and white cabinetry visible in the background. Soft, ambient lighting adds to the space's welcoming feel.
Condo in Dupont Circle

Sojourn in DuPont Circle: Modern Meets Historic

- Step into the heart of Dupont Circle, where tree-lined streets, cozy cafés, and world-class dining are just a short stroll from your door. - Savor a glass of something tasty or share a meal on your very own private front patio, a little outdoor escape just for you. - Whether you’re working from home or winding down, you’ll have room to breathe with fast Wi-Fi, a big smart TV, and a plush West Elm sectional that practically begs you to sink in and stay awhile.

4.89 out of 5 average rating, 105 reviews
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, 451 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, 173 reviews
Top guest favorite
The spacious master bedroom features a large bed with decorative pillows and a coordinating gold bedspread. A patterned rug lies beneath, while a stylish lamp and a plant add warmth. An elegant mirror and chair provide additional functionality, and soft lighting enhances the serene ambiance.
Condo in Alexandria

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!

4.98 out of 5 average rating, 143 reviews
Top guest favorite
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

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!

4.98 out of 5 average rating, 165 reviews

Popular amenities for Annapolis condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Guest favorite
An open concept living area features a light grey sectional sofa and a round marble coffee table on a soft area rug. Natural light filters through large windows, illuminating the dining table set for four. A decorative plant adds greenery to the space.
Condo in Capitol Hill

Airy & Bright Rowhome Near US Capitol Free Parking

4.93 out of 5 average rating, 136 reviews
Guest favorite
A small dining setup is present featuring a round table and two gray chairs. A framed black-and-white photograph decorates the wall, adding a modern touch. Natural light enters from a nearby window, illuminating the clean and simple design.
Condo in Capitol Hill

Sunny Apartment in Historic Capitol Hill

4.87 out of 5 average rating, 235 reviews
Top guest favorite
A bright living room features a textured brick wall and a cozy gray sofa adorned with decorative pillows. A glass coffee table sits atop a soft rug near a modern armchair. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Condo in Capitol Hill

Light-filled Private Oasis / Close to Capitol Bldg

4.95 out of 5 average rating, 196 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

4.83 out of 5 average rating, 169 reviews
Top guest favorite
Condo in Capitol Hill

Spacious 3 BR Condo near Capitol Hill, DC

4.94 out of 5 average rating, 133 reviews
Guest favorite
A multi-story brick building is featured, showcasing a welcoming entrance with a covered porch. Potted plants adorn the steps, while green grass and shrubs provide a soft landscaping touch. Nearby structures are visible, highlighting a mix of architectural styles.
Condo in Northwest Washington

Lovely 1BR condo in quiet neighborhood

4.87 out of 5 average rating, 119 reviews
Guest favorite
The living area features a comfortable sofa adorned with decorative cushions, facing a television set atop a wooden console. A round coffee table is centered on a patterned area rug, complemented by a decorative pouf. Natural light enters through a window, softly illuminating the space.
Condo in Columbia Heights

Cozy Condo in Columbia Heights DC, with parking!

4.94 out of 5 average rating, 118 reviews
Top guest favorite
Condo in Northeast Washington

Modern, spotless 1br for families or work

4.95 out of 5 average rating, 204 reviews

Pet-friendly condo rentals

Top guest favorite
Condo in National Harbor

Luxury Condo • In the heart of National Harbor

4.91 out of 5 average rating, 199 reviews
Superhost
A cozy living area is highlighted by a large 65" TV on a white media console, flanked by tall speakers. A soft sofa is paired with a round dining table set for two, complemented by a potted plant and framed artwork on the wall.
Condo in Northwest Washington

New, Sunny, 2BR - Parking, Patio, Firepit

4.89 out of 5 average rating, 280 reviews
Guest favorite
A modern studio space is presented, featuring a spacious bed with a dark comforter. A large wall-mounted television is positioned across from the bed, with a wooden media console below it. The kitchenette is equipped with white cabinets and stainless steel appliances, adding a functional element to the inviting layout.
Condo in Mount Vernon

Modern Mt.Vernon studio in great central location

4.88 out of 5 average rating, 112 reviews
Top guest favorite
The living room showcases a warm wooden floor and is furnished with a black leather sofa and loveseat, providing ample seating. A coffee table sits on a patterned rug, complemented by a small table with a decorative plant. Two doors lead to private spaces.
Condo in Logan Circle

Entire 2 Bedroom/ 2 Bathroom unit (Heart of SHAW)

4.97 out of 5 average rating, 211 reviews
Superhost
A modern living area features a blue sectional sofa and a round mirror against light-colored walls. Two windows provide natural light and a view of greenery outside. A dining table is visible in the corner, accompanied by indoor plants in a decorative pot.
Condo in Northeast Washington

Cozy Getaway in the City (Gallaudet/Union Market )

4.86 out of 5 average rating, 181 reviews
Guest favorite
A modern living space features a comfortable sofa paired with a coordinating armchair. Natural light streams through large windows, illuminating the room. A circular coffee table sits in the center, complemented by a decorative wall adorned with vibrant patterns and greenery for added freshness.
Condo in Northeast Washington

Family Friendly HQ - Historic DC 3BR & 3BA

4.95 out of 5 average rating, 155 reviews
Top guest favorite
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 Northwest Washington

Spacious Bloomingdale 1BR; garage parking included

4.84 out of 5 average rating, 357 reviews
Superhost
A modern kitchen area features dark cabinetry and a sleek granite countertop, highlighted by pendant lighting. Two bar stools are positioned at the kitchen island, while stainless steel appliances and a single bowl sink complete the functional space.
Condo in Logan Circle

Beautiful Upper Level 1BR in Downtown DC

4.81 out of 5 average rating, 230 reviews

Condo rentals with a pool

Superhost
Condo in Annapolis

Waterfront Eastport Condo w Pool & Parking

4.83 out of 5 average rating, 12 reviews
Guest favorite
An open living area is showcased, featuring a light-colored sofa against a wall adorned with framed photographs. A large rug anchors the space, complemented by a round dining table and chairs. Natural light floods in from large sliding doors leading to a balcony.
Condo in Annapolis

Cozy Annapolis Condo

4.96 out of 5 average rating, 77 reviews
Guest favorite
A welcoming living area features a brown leather sofa and a light rug under a coffee table. A large television is mounted on the wall opposite the seating. Natural light enters through a window, complemented by a potted plant and artwork on the wall.
Condo in Annapolis

Newly Renovated 1-Bedroom on Spa Creek

4.96 out of 5 average rating, 27 reviews
Superhost
A dining area features a modern table set for four, with red napkins and a vase of flowers at the center. Ambient lighting is provided by a stylish pendant fixture above the table. A large window with blinds allows natural light to brighten the space.
Condo in Greenbelt

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

4.77 out of 5 average rating, 61 reviews
Guest favorite
A well-maintained outdoor swimming pool is surrounded by lounge chairs under shaded pergolas. The backdrop features a modern, multi-story building with large windows, providing a blend of comfort and leisure in a vibrant setting.
Condo in National Harbor

Club Wyndham National Harbor, 2 BR Deluxe

5.0 out of 5 average rating, 22 reviews
Guest favorite
A large resort building features multiple floors with a mix of brick and smooth facade. The pool area is visible below, surrounded by lounge chairs and shaded seating. Landscaping elements, including trees and shrubs, enhance the outdoor ambiance, with the street and waterfront visible in the background.
Condo in National Harbor

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

5.0 out of 5 average rating, 32 reviews
Guest favorite
A serene outdoor pool area features a hot tub and lounge chairs positioned under a pergola. Water cascades gently from a nearby fountain, while the backdrop consists of a multi-story building with large windows.
Condo in National Harbor

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

4.97 out of 5 average rating, 37 reviews
Guest favorite
A calm body of water reflects the sky, with several boats docked in a marina. The shoreline is lined with trees displaying autumn foliage, and a bridge can be seen in the distance.
Condo in National Harbor

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

4.92 out of 5 average rating, 53 reviews

When is the best time to visit Annapolis?

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