
Condo holiday 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.

Airy & Bright Rowhome Near US Capitol Free Parking
Light-filled and modern, this serene yet vibrant urban retreat is your perfect home away from home. Fully-equipped for a care free stay a mile from the nation's Capitol, this lovely three-story apartment is the perfect retreat for families looking for ample space to enjoy the heart of DC. Easy & free access via streetcar from Union Station. Walk to some of DC's best markets, restaurants, coffee shops and nightlife. Enjoy the charm of Capitol Hill and proximity to DC's dynamic H Street corridor.

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.

Stylish Condo, Skyline Views, Free Parking & Gym
Experience a stylish stay at our chic apartment, steps from the Metro, Pentagon Row, and Fashion Center Mall. Offering a spacious 1-bedroom layout with a queen bed, private balcony with incredible view & fast WiFi. This upscale retreat is perfect for leisure/business travelers. Enjoy building amenities like a club/gym room, free parking, and secure entry. Easy access to All - Downtown DC, Airport, Arlington, Alexandria & Casino. Your ideal home base for exploring the area's iconic attractions.

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-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.

Bijou Space in Downtown Bethesda
Conveniently located in the heart of Bethesda, my bijou space will take you to the middle of the urban scene. It is close to shops, restaurants, supermarkets and everything you need. Oh, and the Bethesda Metro stop is less than a 7 minute walk away. While small overall, its ample one-bedroom and comfy one-bath will provide the roomy space you cannot easily obtain in a downtown location, and its well appointed kitchen will provide everything you need to cook a feats. Welcome to Bethesda!

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.
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Lovely 1BR condo in quiet neighborhood

Private Condo with Parking/Patio Near 14th and U

Cozy Capitol Hill Row Home

Entire One Bedroom Apartment with Free Parking

Downtown Bethesda | 2 Bedrooms + Parking

NWDC Jewelbox Deluxe 1BDR + Free Parking

Penn Branch Oasis: Near Capitol Hill-King Bed-PRKG

Silver Spring DT LuxePad 2BR, DC Metro, Pool, Gym
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

Wonderful BWI Studio "Serenity"

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

New 2BR - Cherry Blossom Suite - walk everywhere!

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

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

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

Wyndham National Harbor- 1 bdrm

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

Wyndham National Harbor ツ 1 Bedroom Deluxe!

Club Wyndham National Harbor, 2 BR Deluxe

Sunny, well decorated~King bed~Gym ~Pool~RoofTop
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $285 NZD | $257 NZD | $267 NZD | $280 NZD | $329 NZD | $300 NZD | $305 NZD | $318 NZD | $313 NZD | $359 NZD | $280 NZD | $272 NZD |
| 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 holiday rentals
Explore 20 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $99 NZD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Annapolis holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Baltimore Convention Center
- Capital One Arena
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- Washington Monument
- Patterson Park
- National Harbor
- Georgetown Waterfront Park
- Great Falls Park
- Smithsonian American Art Museum
- The Pentagon
- Six Flags America




