Condo vacation rentals in Annapolis

Find and book unique condos on Airbnb

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 R 994 ZAR 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!

Top-rated condo rentals in Annapolis

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Superhost
An open-concept kitchen area features modern white cabinetry and stainless steel appliances. A breakfast bar with two stools is set with plates and decorative items. Natural light filters in through a nearby window, illuminating the granite countertop and creating a bright atmosphere.
Condo in Arlington
4.86 out of 5 average rating, 279 reviews

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.

Guest favorite
The exterior of the historic brownstone is showcased, featuring warm brickwork and distinctive architectural details. Tall windows allow natural light to illuminate the entrance. A set of steps leads to the front door, surrounded by plants in pots that add greenery to the inviting façade.
Condo in Logan Circle
4.9 out of 5 average rating, 593 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 favorite
The mid-rise apartment building features a modern facade with multiple balconies extending outward. Large windows are present throughout the structure, allowing ample natural light. Lush green trees frame the entrance, which is marked by a paved circular driveway.
Condo in Bethesda
4.97 out of 5 average rating, 109 reviews

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!

Top guest favorite
A scenic view is captured from the balcony, showcasing a blend of rooftops and greenery with a gentle road winding through the neighborhood. The sunset casts a warm hue, illuminating the buildings and trees, providing a serene atmosphere.
Condo in Chevy Chase
4.97 out of 5 average rating, 140 reviews

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

Guest favorite
Condo in Annapolis
4.97 out of 5 average rating, 120 reviews

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.

Top guest favorite
A rowhouse with a vibrant blue and orange entrance is featured. Lush greenery and flowering plants enhance the front yard, framed by a wooden fence. The house showcases a mix of architectural styles, with a welcoming porch and large windows inviting natural light.
Condo in Hampden
4.98 out of 5 average rating, 149 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 favorite
A serene pool area is framed by lush planters and a wooden railing. Comfortable lounge chairs are arranged around the pool, with several umbrellas providing shade. Sailboats are anchored in the marina beyond, under a clear sky illuminated by the setting sun.
Condo in Annapolis
4.96 out of 5 average rating, 337 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 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
4.9 out of 5 average rating, 137 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.

Top guest favorite
A modern kitchen is showcased with sleek grey cabinetry and a decorative backsplash. Stainless steel appliances include a gas stove and refrigerator, complemented by a farmhouse sink. Ample storage is visible in the upper cabinets with glass doors, allowing light to enhance the space.
Condo in Annapolis
4.94 out of 5 average rating, 440 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 favorite
The rooftop pool features vibrant blue water, surrounded by a spacious deck. Lounge chairs are positioned alongside the pool, providing a relaxing view of the marina and distant town structures. Clear blue skies enhance the serene ambiance of this outdoor space.
Condo in Annapolis
4.96 out of 5 average rating, 145 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.

Top guest favorite
The exterior of the condo is showcased, featuring a red brick façade and multiple wooden staircases leading to upper-level balconies. Green shrubbery and small trees are visible along the pathways, contributing to a welcoming atmosphere.
Condo in Alexandria
4.99 out of 5 average rating, 119 reviews

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!

Superhost
Condo in Alexandria
4.85 out of 5 average rating, 255 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

Popular amenities for Annapolis condo rentals

When is the best time to visit Annapolis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 2,849 ZARR 3,064 ZARR 2,981 ZARR 2,816 ZARR 3,313 ZARR 3,015 ZARR 3,064 ZARR 3,197 ZARR 3,147 ZARR 3,329 ZARR 3,545 ZARR 3,362 ZAR
Avg. temp1°C3°C7°C13°C18°C23°C26°C25°C21°C14°C8°C4°C

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