
Condo vacation rentals in Annapolis
Find and book unique condos on Airbnb
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 $84 CAD per night before taxes and fees

Verified guest reviews
Over 2,270 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

4.9 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.

Bright, large zen studio on historic Logan Circle
Bright, open plan nearly 1,000 square foot private studio apartment with space for an entire family in historic Logan Circle neighborhood on a quiet street. This English basement has great ceiling height, good natural light, clean white paint, & a peaceful, zen design. Everything you need for a short or long stay. Short walk to White House, Mall & museums. Logan Circle is DC's hottest & hippest area with a 96 walk score. Stay in a historically preserved brownstone right in the center of it all!

Cozy Condo in Columbia Heights DC, with parking!
Cozy condo in Columbia Heights neighborhood in the heart of DC, near U Street, Adams Morgan, Howard Univ., 9:30 Club, The Atlantis and, more! 10 min walk to metro and steps to the D44 bus line and Capitol Bikeshare. Grocery stores, cafes, restaurants, and bars all in walking distance. Sleeps up to 4 with a fully equipped kitchen, free in unit laundry, and a rare city luxury--off-street parking!!! An ideal spot for families, couples, solo adventurers, or small groups of friends to explore DC.

Annapolis Condo-1 bedroom King
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.

Attractive one-bedroom unit on Capitol Hill
This unit offers great hospitality in the heart of Capitol Hill; set back from a quiet street, but near interesting neighborhood activities. Ground floor, accessible, comfortable, attractive and fully equipped. Incredible location, less than a block from Eastern Market Metro, and within walking distance of the Capitol and the Mall. Close to many restaurants and shops. Unfortunately due to health issues of residents this property is exempt from accepting Service Animals and ESA.

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.

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.

Captains Quarters | Waterfront & Pool
Welcome to Captains Quarters — your waterfront home in the Yacht Club Condominiums. Fall asleep to the sound of the water, wake up to views of Spa Creek, and walk to Eastport's best restaurants in minutes. Relax on the covered patio, swim in the community pool, or stroll across the Eastport Bridge to Downtown Annapolis. Two bedrooms, a full kitchen with Keurig and bean grinder, cable TV, and 2 free parking spots. Everything you need for an Annapolis stay on the water.

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 (limited access) 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

"La Casa Bianca" 3 Bed Home by H St & Union Market

Modern, spotless 1br for families or work

Sunny Apartment in Historic Capitol Hill

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

DC’s Southwest and Navy Yard Welcomes You!

Light-filled Private Oasis / Close to Capitol Bldg

Monumental Getaway
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

Semper Fi Condo

New 2BR - Cherry Blossom Suite - walk everywhere!

Sojourn in DuPont Circle: Modern Meets Historic

Lux in heart of DC social scene, free parking!

Spacious & Quiet Base in DC 3BR & 3BA

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

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

Stylish 1BR Condo in Vibrant National Harbor, MD

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

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

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

Wyndham National Harbor- 1 bdrm

Cozy Annapolis Condo

Lovely 1-bedroom condo w/ 2 parking spots near DC

Wyndham National Harbor ツ 3 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 | $239 CAD | $258 CAD | $251 CAD | $273 CAD | $326 CAD | $292 CAD | $258 CAD | $269 CAD | $264 CAD | $280 CAD | $298 CAD | $283 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 |
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- M&T Bank Stadium
- Georgetown University
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Baltimore Convention Center
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- CFG Bank Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- Betterton Beach
- Howard University
- Merriweather Post Pavilion
- Smithsonian National Zoological Park
- National Harbor
- Museum of the Bible





