
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.

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.

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.

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

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.

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.

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.

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

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.

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.

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

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
Weekly condo rentals

Lovely 1BR condo in quiet neighborhood

True Gem: Spacious-Modern-2 King Beds-PRKG-Deck

Crystal City Boutique Flats / Free Parking 101

Modern Capitol Hill Stay-5 Min Walk to Metro/Eats

Apt Convention Center/Capitol/Downtown

Luxurious and stylish 2 bedroom 2 bathroom suite

Bright Garden Level DC 1BR Condo | King Bed + W/D

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center
Pet-friendly condo rentals

Wonderful BWI Studio "Serenity"

Best Location EVER! 2BR/2BA, Pet friendly

New 2BR - Cherry Blossom Suite - walk everywhere!

The Azure: Lux modern exec suite w/Patio&Fireplace

Family Friendly HQ - Historic DC 3BR & 3BA

Lux in heart of DC social scene, free parking!

Modern Mt.Vernon studio in great central location

Cozy Old Town Apartment
Condo rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

National Harbor your D.C. Vacation Springboard.1br

Wyndham National Harbor- 1 bdrm

National Harbor, 2 BR Deluxe Suite

Silver Spring DT LuxePad 2BR, DC Metro, Pool, Gym

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

Cozy Annapolis Condo

Wyndham National Harbor ツ 1 Bedroom Deluxe!
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 $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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- Walter E Washington Convention Center
- Georgetown University
- 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
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
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