
Condo vacation rentals in Annapolis
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Top-rated condo rentals in Annapolis
Guests agree: these condos are highly rated for location, cleanliness, and more.

HEART of OLD TOWN! Historic 2 BR! Walk to KING ST
Step into our historic 2-bedroom loft in the heart of Old Town Alexandria, set in a charming 1790 building. This desired location offers a unique stay with a cozy loft area and modern amenities. Nearby public parking and less than a block from King St, you're surrounded by local cafes, bars, and shops. The perfect blend of historical ambiance and urban convenience awaits you. Explore, unwind, and enjoy the best of Alexandria from this prime spot. Ready for an amazing stay? Book with us today!

Newly Renovated & Modern 1BR Condo - Unit 1
Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City & 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 trains. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

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

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.

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

Best Location EVER! 2BR/2BA, Pet friendly
This roomy and bright two- bedroom two-bathroom condominium in the heart of DC is newly renovated with an open layout, large chef’s kitchen. The a spa-like master bath and the secondary room with glass desk and mini fridge is there to make our guests feel a uniq stay in DC. The location is the BEST, walking distance from the Whitehouse, Dupont, Adams Morgan, U street corridor, etc. Our family are DC locals and we are here to answer any questions about our city. Happy to host you.

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.

Sun House in Hampden Private Apartment no stairs
Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Only two steps to a welcoming porch and keyless entry to our foyer/Shared hall. Straight ahead is Sun Apartment, private studio with stocked kitchen, comfiest 5 star bed, private bath, laundry and back yard access. Yoga room/ office located in shared hall. No need for a car in the heart of Hampden's Avenue just a block away. LGBTQ+ friendly

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.

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.

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!

Stylish Condo, DC Views, Free Parking
Chic 1-BR apt with private balcony & stunning views of the DC skyline, including the Washington Monument. Perfect for 2 guests. Features a queen bed, dedicated workspace, full kitchen & fast WiFi. Enjoy building amenities like free parking, a gym & club room. Prime location, steps from the Metro, Pentagon Row & Fashion Center Mall, offering easy access to DC & DCA. Your home base for exploring the capital region!
Popular amenities for Annapolis condo rentals
Weekly condo rentals

2 bedroom on King st 2 blocks to waterfront 5guest

Charming Capitol Hill/Union stCondo/PerfectGetaway

The Petworth Getaway w/ free parking

Entire One Bedroom Apartment with Free Parking

Penn Branch Gem: Near Capitol Hill - Easy Parking

Cherry Blossoms, Capitol Hill 2BR, Sleeps 6

Parkside Retreat Brand New 3-bedroom condo

Sunny, well decorated~King bed~Gym ~Pool~RoofTop
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

Bright, large zen studio on historic Logan Circle

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Family Friendly HQ - Historic DC 3BR & 3BA

Historic Schoolhouse Condo

Lux in heart of DC social scene, free parking!

Hill East BnB - Modern Style and Comfort 3BR/3BA

New, Sunny, 2BR - Parking, Patio, Firepit
Condo rentals with a pool

1 BR National Harbor near D.C.

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

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

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

Walkable Downtown DC Metro Skyline Suite | LuxePad

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

DC Views/Walk to Metro jr 1 bedroom

Wyndham National Harbor- 3 bedroom
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 CAD | $216 CAD | $224 CAD | $236 CAD | $277 CAD | $252 CAD | $256 CAD | $267 CAD | $263 CAD | $278 CAD | $296 CAD | $281 CAD |
| 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 |
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 $83 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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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
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- Betterton Beach
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- National Harbor
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- Six Flags America
- Johns Hopkins University




