
Apartment holiday rentals in Annapolis
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Top-rated apartment rentals in Annapolis
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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.

Lux in heart of DC social scene, free parking!
Unit #2. We have a fun, modern decor that showcases a love of our pet friendly home! One parking spot. There are two bedrooms: the primary and a second bedroom room (that we use as a dressing room) both are small rooms with deluxe memory foam Murphy beds - both with attached full bathrooms. Special note: this is our full-time home. We live here and our personal things remain here throughout your stay. Please think of yourself as close friends who have come for a visit - we’ll do the same!

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.

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

Perfect Stay in Petworth
Step into this contemporary DC apartment designed with you in mind. Conveniently nestled between Petworth and Columbia Heights, this is the stylish oasis you have been searching for. Walkable (less than 10 mins) to two Metros and just blocks from the city's hottest restaurant scenes and Rock Creek Park, this 1 bedroom + den unit features a comfy queen size bed, a sofa bed, and a twin futon, full kitchen, two work stations, super-fast WiFi, and a stylish design to make this your perfect stay.

1 bedroom -king in Annapolis-very 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.

Moon Base in Hampden Complete w/Movie Projector!
Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Please enter the shared hallway and find the entrance to your apartment on the right. Across from the coat rack. Moon Base (ment) is the lower level private full apartment, with fully stocked kitchen w/electric cooktop dishwasher, garbage disposal, comfy double bed, private bath w/shower, laundry and your own patio off the kitchen and access to small patio with lighting.

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.

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.

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

Private Condo with Parking/Patio Near 14th and U

The Petworth Getaway w/ free parking

Union View Loft | Modern Stay Near Metro & D.C.

Charming 2BR Entire Apt Historic LeDroit Park/Shaw

N.W. DC Jewelbox Deluxe 1BDR + Free Parking

Apt Convention Center/Capitol/Downtown

DC Living 1BR Retreat | Walk to Food & Fun

Sunny DC Garden Home | Spacious 1BR/1BA Ground Lvl
Pet-friendly apartment rentals

Spacious Bloomingdale 1BR; garage parking included

Wonderful BWI Studio

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

New 2BR - Cherry Blossom Suite - walk everywhere!

Nordstrom King bed•Gym• Garage•Near DC/Metro/Mall

Family Friendly HQ - Historic DC 3BR & 3BA

Modern Mt.Vernon studio in great central location

Cozy Old Town Apartment
Apartment rentals with a pool

Stylish 1BR Condo in Vibrant National Harbor, MD

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

Wyndham National Harbor- 1 bdrm

National Harbor, 2 BR Dlx Suite

Silver Spring LuxePad 2BR | DC Metro | Pool & Gym

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

Cozy Annapolis Condo

Wyndham National Harbor ツ 1 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 | $223 SGD | $201 SGD | $209 SGD | $219 SGD | $258 SGD | $235 SGD | $238 SGD | $249 SGD | $245 SGD | $281 SGD | $219 SGD | $213 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 |
Quick stats about apartment rentals in Annapolis

Total holiday rentals
Explore 20 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 2,070 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

4.8 Average rating
Annapolis stays are highly rated by guests – averaging 4.8 out of 5!
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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Capital One Arena
- Hampden
- National Museum of African American History and Culture
- Howard University
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- George Washington University
- Washington Monument
- National Harbor
- Patterson Park
- Georgetown Waterfront Park
- Marine Corps War Memorial
- Great Falls Park




