
Condo vacation rentals in Annapolis
Find and book unique condos on Airbnb
Top-rated condo rentals in Annapolis
Guests agree: these condos are highly rated for location, cleanliness, and more.

Newly Renovated 1BR Condo Sleeps 2 - Unit 1
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.

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.

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!

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- 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.

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

Modern King Bed | Convention & City Ctr (Parking)
Stay in my newly renovated 1-bedroom condo in the heart of DC! This beautiful residential neighborhood is surrounded by three metro stations and is central to many of DC’s top attractions. The condo is a very short walking distance (3 blocks) to the Convention Center and CityCenterDC, making your stay easily accessible whether you're in the District for business and/or pleasure. Enhanced internet speed up to 1000MBPS suitable for multiple devices. The walking score is an INCREDIBLE 98!

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.

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 and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

Attractive one-bedroom unit on Capitol Hill
This unit offers great hospitality in the heart of Capitol Hill; set back from a quiet street, while being near the neighborhood activities. Ground floor, accessible, comfortable, attractive and fully equipped. Incredible location, less than a block from Eastern Market Metro, so within easy walking distance of the Capitol and other tourist sites. Close to many restaurants and shops.
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Cozy Condo in Columbia Heights DC, with parking!

Wonderful BWI Studio "Serenity"

The NEW Grand Metro Suite | Steps to Capitol Hill

NWDC Jewelbox Deluxe 1BDR + Free Parking

"Bella Vista" home for 12 guests with Rooftop

Cozy Old Town Apartment

Luxury & Comfort, 2BR, 1 BA Columbia, Town Center

Parkside Retreat Brand New 3-bedroom condo
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

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

New 2BR - Cherry Blossom Suite - walk everywhere!

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC

Family Friendly HQ - Historic DC 3BR & 3BA

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

Lux in heart of DC social scene, free parking!

New, Sunny, 2BR - Parking, Patio, Firepit
Condo rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

Wyndham National Harbor ツ 1 Bedroom Deluxe!

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

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

National Harbor, 2 BR Deluxe Suite

Walkable Downtown DC Metro Skyline Suite | LuxePad

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

DC Views/Walk to Metro jr 1 bedroom
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ635 | ﺩ.ﺇ573 | ﺩ.ﺇ595 | ﺩ.ﺇ624 | ﺩ.ﺇ735 | ﺩ.ﺇ668 | ﺩ.ﺇ679 | ﺩ.ﺇ709 | ﺩ.ﺇ698 | ﺩ.ﺇ738 | ﺩ.ﺇ786 | ﺩ.ﺇ746 |
| 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 ﺩ.ﺇ220 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 & 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

4.8 Average rating
Annapolis stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with an EV charger Annapolis
- Rentals with a patio Annapolis
- Fitness-friendly rentals Annapolis
- Townhouse rentals Annapolis
- Waterfront rentals Annapolis
- Rentals with beach access Annapolis
- Rentals with breakfast Annapolis
- Rentals with a hot tub Annapolis
- Rentals with a washer and dryer Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Hotel rooms Annapolis
- Pet-friendly rentals Annapolis
- Family-friendly rentals Annapolis
- Apartment rentals Annapolis
- Private suite rentals Annapolis
- Rentals with a fire pit Annapolis
- House rentals Annapolis
- Cottage rentals Annapolis
- Rentals with lake access Annapolis
- Rentals with pools Annapolis
- Condo rentals Anne Arundel County
- Condo rentals Maryland
- Condo rentals United States
- Georgetown University
- Walter E Washington Convention Center
- 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
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Betterton Beach
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon




