
Condo vacation rentals in Annapolis
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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.

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!

Stylish Condo, Skyline Views, Free Parking & Gym
Experience a stylish stay at our chic apartment, steps from the Metro, Pentagon Row, and Fashion Center Mall. Offering a spacious 1-bedroom layout with a queen bed, private balcony with incredible view & fast WiFi. This upscale retreat is perfect for leisure/business travelers. Enjoy building amenities like a club/gym room, free parking, and secure entry. Easy access to All - Downtown DC, Airport, Arlington, Alexandria & Casino. Your ideal home base for exploring the area's iconic attractions.

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

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.

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.

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

Cozy Condo in Columbia Heights DC, with parking!

2 bedroom on King st 2 blocks to waterfront 5guest

Charming Capitol Hill/Union stCondo/PerfectGetaway

Wonderful BWI Studio "Serenity"

Cozy Spacious Modern 1 BR Condo

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

Apt Convention Center/Capitol/Downtown

DC Living 1BR Retreat | Walk to Food & Fun
Pet-friendly condo rentals

Spacious Bloomingdale 1BR; garage parking included

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

Bright, large zen studio on historic Logan Circle

New 2BR - Cherry Blossom Suite - walk everywhere!

Bright 2br w amazing loc and view

Family Friendly HQ - Historic DC 3BR & 3BA

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

Luxury Living at National Harbor
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 Dlx Suite

Walkable Downtown DC Metro Skyline Suite | LuxePad

DC Views/Walk to Metro jr 1 bedroom

Sunny, well decorated~King bed~Gym ~Pool~RoofTop
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!
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- 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




