
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.

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.

Renovated Apt In Historic Dist w 2 Parking Spots
Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end, brand new 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 10.

BRIGHT 1 BD w/ LARGE BALCONY in PRIME BETHESDA LOC
Location, location, location. Bright one bedroom condo in prime downtown Bethesda location with designer furnishings. One of the best 1 bedrooms in the building with the best balcony location right off Bethesda Row. Easy walking distance to Metro and includes one of the best underground parking spaces by elevator. Lobby was recently renovated and gym has all new gym equipment. NOTE - key is provided through a lockbox (rather than in person) and will need to be returned back to lockbox.

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

Welcome to 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.

Annapolis Waterfront Condo - Unit #: A-203
BOOK NOW SUMMER 2026 SPRING and FALL BOAT SHOW 1 bed/bath condo, sleeps 4 max, covered comfortable water facing deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy Football, .25 mi. to boatshows! Great views - 2nd flr. condo (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 location.

Bijou Space in Downtown Bethesda
Conveniently located in the heart of Bethesda, my bijou space will take you to the middle of the urban scene. It is close to shops, restaurants, supermarkets and everything you need. Oh, and the Bethesda Metro stop is less than a 7 minute walk away. While small overall, its ample one-bedroom and comfy one-bath will provide the roomy space you cannot easily obtain in a downtown location, and its well appointed kitchen will provide everything you need to cook a feats. Welcome to Bethesda!

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.

Light-filled Private Oasis / Close to Capitol Bldg
Light-filled and Moroccan inspired, this serene yet vibrant urban retreat is your perfect home away from home. Fully-equipped for a care-free stay a mile from the nation's Capitol. Easy & free access via streetcar from Union Station. Walk to some of DC's best markets, restaurants, coffee shops and nightlife. Enjoy the charm of Capitol Hill and proximity to DC's dynamic H Street corridor, this lovely two-story retreat is the perfect place to stay for families or small groups.

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
Popular amenities for Annapolis condo rentals
Weekly condo rentals

Lovely 1BR condo in quiet neighborhood

Cozy Capitol Hill Row Home

THE ROYAL: Nostalgic Go-Go Theme Suite w/Fireplace

NorthWest Jewelbox Deluxe 1BDR DC

Penn Branch Gem: Near Capitol Hill - Easy Parking

Cozy Annapolis Condo

Modern Mt.Vernon studio in great central location

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

Spacious Bloomingdale 1BR; garage parking included

Wonderful BWI Studio

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

Spacious & Quiet Base in DC 3BR & 3BA

Cozy Old Town Apartment

Sunny, New 2BR w/ 65" TV, Firepit, Patio & Parking

Luxury Living at National Harbor

Entire 2 Bedroom/ 2 Bathroom unit (Heart of SHAW)
Condo rentals with a pool

1 BR National Harbor near D.C.

2BDRM, 2BA near MGM, Gaylord, Top Golf & Shopping!

Lovely 1-Bedroom Condo with Pool and City View

National Harbor, 2 BR Dlx Suite

Wyndham National Harbor- 2 bdrm condo

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Luxurious Suite King/Queen Beds in North Bethesda

Met Park 2BR•Playground•Costco•5 min to DC/Metro
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,193 GYD | G$32,637 GYD | G$33,892 GYD | G$35,566 GYD | G$41,842 GYD | G$38,076 GYD | G$38,704 GYD | G$38,495 GYD | G$39,959 GYD | G$39,541 GYD | G$35,566 GYD | G$34,520 GYD |
| 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 G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 2,110 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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- Nationals Park
- Georgetown University
- The White House
- National Mall
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Betterton Beach
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Caves Valley Golf Club
- Washington Monument
- Crystal Beach Manor, Earleville, MD
- Great Falls Park
- Six Flags America
- The Pentagon
- Patterson Park
- Smithsonian American Art Museum
- Library of Congress