Apartment holiday rentals in Annapolis

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Top-rated apartment rentals in Annapolis

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Guest favourite

Apartment

4.99 out of 5 average rating, 134 reviews

New Downtown Annapolis Condo With Free Parking

This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No parties, events, or large gatherings! Week long stay discount is 20%! Month long stay discount is 30%! Pets are only $100 per stay! Additional guests are $15 per person per night :) For stays greater than 90+ days, ask host about leasing to avoid service fees. Monthly rates start at $5,000! We would be happy to accommodate flexible check in and check out times if available

Guest favourite

Apartment

4.94 out of 5 average rating, 373 reviews

Brand New Reno 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 A.C/ heat in every room for year round comfort. Hardwood floors, quality linens , lucid matresess, 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.

Superhost

Apartment

4.86 out of 5 average rating, 221 reviews

Newly Renovated & Modern 1BR Condo - Unit 2

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 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 train. Comfortably accommodates the traveling professional, those on vacation and is kid friendly.

Guest favourite

Apartment

4.9 out of 5 average rating, 491 reviews

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.

Guest favourite

Apartment

4.99 out of 5 average rating, 107 reviews

Centrally located Capitol Hill one-bedroom unit

This apartment is a true find and good value! Less than a block from Eastern Market Metro on Capitol Hill, putting key tourist sites within easy reach. The Capitol is within a mile's walk. Just around the corner from the famous 8th Street SE restaurant row. Essential shops are nearby too. In an incredible location but set back from the road giving peace and quiet! This is a light, dry, clean, spacious, and fresh basement unit with private entrance and well equipped with every need provided for.

Guest favourite

Apartment

4.98 out of 5 average rating, 106 reviews

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.

Guest favourite

Apartment

4.89 out of 5 average rating, 112 reviews

Renovated&bright 1-bedroom in heart of DC

Nestled on a quaint tree-lined Bloomingdale street, this bright and newly renovated 1-bedroom unit is minutes away from downtown and all the sights. The area is quiet, and yet provides access to fantastic restaurants like the award-winning Red Hen, Big Bear cafe, or the Gastropub Boundary Stone. Crispus Attucks park, Howard University and the U street corridor are nearby. The owners lovingly appointed the unit mainly for friends and family, but decided to share it with visitors to DC.

Guest favourite

Apartment

4.93 out of 5 average rating, 142 reviews

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

Guest favourite

Apartment

4.96 out of 5 average rating, 251 reviews

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW FOR SUMMER 2025! SPRING and FALL BOAT SHOW AVAILABILITY! Free reserved parking! Walk to show in minutes! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool hours are fixed: Mon: 4pm-8 Tues: Closed Wed: 4-8 Thurs: 4-8 Fri: 3-8 Sat/Sun/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. 15 min. walk to downtown Annapolis/USNA. MULTIPLE Free parking options.

Guest favourite

Apartment

4.84 out of 5 average rating, 411 reviews

Cozy Private Condo in Mt. Vernon w/ Rooftop

This cozy private condo is located in the hip/historic Mt. Vernon neighborhood, and within walking distance to numerous bars, breweries, and museums. Conveniently located right near the highway (I-83) and Penn Station, it's also a quick walk down to the Inner Harbor (only 1 mile away), and a short Uber ride to Fells Point & Fed Hill. Condo includes a 12th floor rooftop overlooking the city with amazing views. UPDATED - high speed WiFi currently available.

Superhost

Apartment

4.82 out of 5 average rating, 217 reviews

The Get-Away at National Harbor

This is the perfect place if you want to be near the National Harbor and MGM. You will be a short 5 minute drive away from shopping, restaurant, family fun activities and night life. Old town Alexandria as well as Washington DC is just a 15 minute drive away. Once you are finished enjoying the busy attractions, come home to your well groomed quiet neighborhood. Where you can relax in your charming newly renovated 2 bed 2 bath sanctuary.

Guest favourite

Apartment

4.98 out of 5 average rating, 124 reviews

Cozy Oxford Getaway

Welcome to our cozy Oxford getaway. Located in the center of town, next to the Oxford Market, and across from the park. The apartment is centrally located and walking distance to all the restaurants, shops, and marinas. Oxford is a quaint little town that was founded in 1683. It was home to Robert Morris, the financier of the American Revolution.