
Apartment holiday rentals in Annapolis
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Annapolis

Total holiday rentals
Explore 30 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $78 SGD 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 & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Annapolis holiday 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 apartment rentals in Annapolis
Guests agree: these apartments 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!

Newly Renovated & Modern 1BR Condo - Unit 1
Completely renovated, stylishly furnished condo unit in Arlington, VA just one stoplight from Washington DC, the Pentagon, Clarendon, Crystal City & 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 trains. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

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

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.

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.

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!

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 apartment rentals
Weekly apartment rentals

Centrally located Capitol Hill one-bedroom unit

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

Lovely 1BR condo in quiet neighborhood

Cozy Condo in Columbia Heights DC, with parking!

Modern, spotless 1br for families or work

Airy & Bright Rowhome Near US Capitol Free Parking

Sunny Apartment in Historic Capitol Hill

HEART of OLD TOWN! Historic 2 BR! Walk to KING ST
Pet-friendly apartment rentals

Spacious Bloomingdale 1BR; garage parking included

Semper Fi Condo

New 2BR - Cherry Blossom Suite - walk everywhere!

Sojourn in DuPont Circle: Modern Meets Historic

Family Friendly HQ - Historic DC 3BR & 3BA

Lux in heart of DC social scene, free parking!

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

Modern Mt.Vernon studio in great central location
Apartment 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- 2 bdrm condo

Cozy Annapolis Condo

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

Club Wyndham National Harbor, 2 BR Deluxe
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $239 SGD | $233 SGD | $220 SGD | $259 SGD | $235 SGD | $239 SGD | $250 SGD | $246 SGD | $260 SGD | $277 SGD | $263 SGD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Ocean City Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Private suite rentals Annapolis
- Townhouse rentals Annapolis
- Waterfront rentals Annapolis
- Family-friendly rentals Annapolis
- Fitness-friendly rentals Annapolis
- Pet-friendly rentals Annapolis
- Rentals with a washing machine and dryer Annapolis
- Rentals with beach access Annapolis
- Flat rentals Annapolis
- Rentals with breakfast Annapolis
- Rentals with a patio Annapolis
- Hotel rooms Annapolis
- House rentals Annapolis
- Rentals with lake access Annapolis
- Rentals with a hot tub Annapolis
- Cottage rentals Annapolis
- Rentals with pools Annapolis
- Rentals with an EV charger Annapolis
- Rentals with a firepit Annapolis
- Apartment rentals Anne Arundel County
- Apartment rentals Maryland
- Apartment rentals United States
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Johns Hopkins University
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- Betterton Beach
- CFG Bank Arena
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- Patterson Park
- Merriweather Post Pavilion





