
Condo holiday rentals in Annapolis
Find and book unique condos on Airbnb
Quick stats about condo rentals in Annapolis

Total holiday rentals
Explore 30 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 2,130 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, 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.

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.
ValueFamilyAccuracy

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!
ValueLocationCheckout

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.
LocationFamilyLayout

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.
LocationFamilyHiking

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
LocationFamilyNearby

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.
ValueLocationCondition

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.
LocationValueComfort

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.
LocationFamilyParking

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.
LocationFamilyAmenities

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.
ValueLocationHospitality

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!
ValueLocationCheckout

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
ValueLocationAccuracy
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Cozy Condo in Columbia Heights DC, with parking!
ValueLocationComfort

Wonderful BWI Studio "Serenity"
LocationValueAmenities

Attractive one-bedroom unit on Capitol Hill
LocationValueParking

Sunny Apartment in Historic Capitol Hill
ValueFamilyHeating

Cozy Annapolis Condo
ValueFamilyNearby

HEART of OLD TOWN! Historic 2 BR! Walk to KING ST
FamilyValueBathroom

Light-filled Private Oasis / Close to Capitol Bldg
LocationFamilySleep quality

Waterfront Eastport Condo w Pool & Parking
FamilyLocationSleep quality
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included
LocationFamilyHiking

New 2BR - Cherry Blossom Suite - walk everywhere!
LocationFamilyCleanliness

Sojourn in DuPont Circle: Modern Meets Historic
FamilyValueQuiet

Lovely 1-Bedroom Condo with Pool and City View
LocationFamilyParking

Family Friendly HQ - Historic DC 3BR & 3BA
ValueLocationParking

Lux in heart of DC social scene, free parking!
LocationValueBiking

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

Modern Mt.Vernon studio in great central location
LocationValueQuiet
Condo rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD
LocationDecorCleanliness

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

Modern Elegant apt in Tysons, VA – Easy DC Access
LocationQuietHospitality

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

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
LocationFamilyOutdoor spaces

Club Wyndham National Harbor, 2 BR Deluxe
FamilyLocationHospitality

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

Sunny, well decorated~King bed~Gym ~Pool~RoofTop
FamilyValueNearby
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 AUD | $264 AUD | $257 AUD | $243 AUD | $285 AUD | $260 AUD | $264 AUD | $275 AUD | $271 AUD | $287 AUD | $305 AUD | $290 AUD |
| 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 |
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- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Oriole Park at Camden Yards
- Federal Hill Park
- FedExField
- Johns Hopkins University
- Sandy Point State Park
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Georgetown Waterfront Park
- Washington Monument
- Betterton Beach
- Howard University
- CFG Bank Arena
- National Harbor





