
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 ﺩ.ﺇ 220 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 & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Annapolis vacation 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 1BR Condo Sleeps 4 - Unit 4
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 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 even kid friendly.

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!

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.

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

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.

New, Sunny, 2BR - Parking, Patio, Firepit
Sunny, newly renovated, pet friendly 2BR apartment available in the trendy Petworth neighborhood with full designer kitchen and bathroom, home theatre surround sound setup with 65" TV, washer/dryer, and permit parking included! Safe, friendly, picturesque neighborhood; it's tree-lined streets are mere blocks from the award winning restaurants on Upshur St. Located only .9 miles from the Petworth and Fort Totten Metro stations, and 3 miles from the White House and downtown DC.

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.

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.

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!
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Historic Federal hills urban lifestyle

Sun House in Hampden Private Apartment no stairs

Modern, spotless 1br for families or work

Cozy Condo in Columbia Heights DC, with parking!

Modern King Bed | Convention & City Ctr (Parking)

Sunny Apartment in Historic Capitol Hill

Light-filled Private Oasis / Close to Capitol Bldg

Newly renovated 1 bedroom apartment w/full kitchen
Pet-friendly condo rentals

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

Entire 2 Bedroom/ 2 Bathroom unit (Heart of SHAW)

Modern Mt.Vernon studio in great central location

Spacious Bloomingdale 1BR; garage parking included

Spacious & Quiet Base in DC 3BR & 3BA

Cozy Getaway in the City (Gallaudet/Union Market )

Lux in heart of DC social scene, free parking!

Sojourn in DuPont Circle: Modern Meets Historic
Condo rentals with a pool

Cozy Annapolis Condo

Waterfront Eastport Condo w Pool & Parking

Stylish 1BR Condo in Vibrant National Harbor, MD

Met Park 2BR•Playground•Costco•5 min to DC/Metro

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

Club Wyndham National Harbor, 2 BR Deluxe

Wyndham National Harbor- 2 bdrm condo

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 632 | ﺩ.ﺇ 679 | ﺩ.ﺇ 661 | ﺩ.ﺇ 720 | ﺩ.ﺇ 859 | ﺩ.ﺇ 771 | ﺩ.ﺇ 679 | ﺩ.ﺇ 709 | ﺩ.ﺇ 698 | ﺩ.ﺇ 738 | ﺩ.ﺇ 786 | ﺩ.ﺇ 746 |
| 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
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- National Museum of African American History and Culture
- Washington Monument
- Georgetown Waterfront Park
- Capital One Arena
- CFG Bank Arena
- Betterton Beach
- National Harbor
- Smithsonian National Zoological Park
- Howard University
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian American Art Museum
- Smithsonian National Air and Space Museum
- Patterson Park
- National Aquarium





