
Apartment holiday rentals in Annapolis
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Annapolis
Guests agree: These apartments are highly rated for location, cleanliness and more.

Wall to Wall Cool- Filled with Original Art and Sculpture
This apartment is on one end of a larger main house. The shared wall was retro-fit with sound dampening cellulose fill in February of 2018. This enhancement along with many others provide the feel and comfort of being in your own space. This is Listed as 2 bedrooms, however there is no door between the 2 rooms. They are separated by 3 steps and a hallway. Please see pictures for a thorough view of the layout. Proximity to destinations; Vin 909 0.2 miles, Boatyard Bar & Grill 0.3, Eastport bridge, gateway to the downtown area 0.7 miles, City Dock 1.1 miles, Naval Academy 1.2 miles There is a Murphy Queen cabinet Bed, plus a Leather couch that turns into a queen bed allowing 4 to sleep comfortably, 2 to a bed. Very calm and relaxed space, a great place to recharge as you discover the area. Of Note: Hotel cleanliness standards vary greatly; with comforters frequently being a little dubious. Just how many turnovers are factored in before they get washed? High traffic carpeted floors can hide unwanted history. Walking in your bare feet should only make you feel free, never uneasy. Our pledge; every guest will sleep on clean sheets, over a freshly sanitized mattress cover under a bed comforter or bed blanket that was cleaned before their visit. When shams are present, they are laundered every single time. All surfaces are cleaned and if something’s not right, let us know and it will be. Life can be a mystery, but your Airbnb stay should never be. Shared Use of the Front porch to the right of the house. Wifi, (2) 4K TV's one 48" and the other is 60", industrial under counter fridge that will keep everything nice and cold. Dishes, glasses plates are all available. The (2 ) Roku TV remotes have inputs for standard ear buds, so you can stay up way late and watch TV while not waking up your friend/spouse/relative, buddy, just plug in... I'm kind of a non-intrusive, sort of do my own thing sort of person. Very mindful not to step on other peoples good times. Available through text to answer any questions you may have. I've lived in the area most of my adult life and am always happy to help. The house is in the eclectically odd neighborhood of Eastport. It's close to great restaurants, bars, and pubs. Vin 909 Winecafe is less than a five-minute walk from the house, and it's across the street from three more restaurants and a drug store. Walk it man, walk it! it's good for you and what's the rush. Driving downtown can be painful and crowded. Plus why pay the man to park, when you've got free parking at the house? Proximity to destinations; Vin 909 0.2 miles, Boatyard Bar & Grill 0.3, Eastport bridge, gateway to the downtown area 0.7 miles, City Dock 1.1 miles, Naval Academy 1.2 miles The house is on a main road to downtown. So there is a fair amount of traffic in front of the house. There is also a fire station just down the road, so passing sirens often accompany the din of general city traffic. For your comfort there is a white noise machine in the front bedroom area. There is also a small fan in the closet if you prefer to sleep with a fan. Please use caution when pulling out of the drive way. When walking downtown, the side streets are much quieter, so pick the path that best suits you.

Butchershill- Clean, Fireplace, King Bed, Parking!
My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Stay in a Former Fells Point Bar! - Private Studio
Rent a unique studio apt in Fells Point! This is no cookie-cutter Airbnb. We converted a portion of our home, a 19th century construction & mid-20th century Fells Pt bar, into a 500 foot apartment w/private entrance, bathroom, work & living space. The apartment is near Fells bars & restaurants, Canton, Hopkins, the harbor, Patterson Park & downtown. 2 miles from stadiums. There is a 6 in. incline from sidewalk to entrance. Access ramp available. No steps in studio. We only host via Airbnb.

Just Like Home - Private Entrance Apt in DMV Area
288 SQ FT PRIVATE ENTRANCE Mother-in-law suite/ studio apt, full bed, sofa, roll-away single bed, kitchen, bathroom with small shower stall & 55” Smart TV w/cable, Netflix & WiFi. No guests under 12 years of age. Excellent location: Ft. Meade (14.4 miles), Annapolis (15 m), Andrews AFB (19 m), Washington DC (19 m), Baltimore (29 m) Nearby airports: DCA (23 m), BWI (27 m), IAD (48 m) Public Transportation: Metro Bus Stop (0.2 m), New Carrollton Station Metrorail, Amtrak, & Greyhound (9 m)

Cute and Convenient, 5 mins to Metro
Spacious, private one-bedroom apartment, only 5 minute walk to Metro! Ideal for remote workers, couples, friends, families. Full kitchen comes well-stocked for cooking, plus there are a ton of amazing restaurants & bars just down the block. Right on the Green line means a 15-minute ride to the National Mall, which makes this a great home base for exploring all of DC's free museums, historic monuments, live concerts, and world-class fine dining. Free street parking within half a block.

Spacious and Comfortable Studio Apartment
Cozy, clean and comfortable basement studio apartment in the 16th Street Heights neighborhood of Washington DC. Just a 5 minute drive, or 15 minute bus ride to downtown DC. The apartment has a queen bed, couch, bathroom, internet and TV equipped with Netflix and Hulu. Plus a small kitchen with microwave, Keurig coffee maker and stove. Simple breakfast items such as granola bars and coffee / tea are provided. Perfect for a single or couple , with a separate entrance to ensure privacy.

Charming 18th C. Apt in DTA
Lower level furnished apartment in one of Historic Annapolis's 10 oldest private residences. Boasts lovely wood, brick & ornamental ironwork Covered keyless entry King Henredon bed Exec desk & chair TV w/ Roku Decorative fireplace Iron & board Robe & slippers Claw foot tub w/ shower Beverage station (coffee maker,mugs wine&bottle opener, glasses, ice bucket, flutes) Microwave Fridge/freezer Cutlery Plates & napkins Bistro table & stools for 2 Limited free street parking 8p-8a

King George Hideaway
Perfect location for all that downtown Annapolis offers, right across from USNA gate 2. Super convenient, park your car and walk everywhere! Lots of shopping, restaurants, tours, cruises & nightlife. The unit is located on the 3rd floor. My place is perfect for couples, solo and business travelers. There is a large living room space with a full pull out couch, tv and dining table. The bedroom has a queen bed with a tv. There is a small full kitchen and updated bathroom.

Small cabin style- 23 min drive to US Capitol!
This in-law suite is better defined as a small apt. attached to house; own entrance, bathroom, kitchen & free parking! Queen bed, clean sheets, towels, iron, board, kitchen pots, dining table, TV & more. It’s small but with all amenities necessary to live. If looking for a huge space, this will not be it. Good for single/couple cruising by the DMV on a BUDGET! -20 min walk to metro; off DC border, 18 min. drive to center of city.

Charming Eastport
Who needs a boat to stay at a marina? Eastport Yacht Center has a quaint one bedroom apartment located in charming Eastport, within walking distance to Downtown Annapolis and the U.S. Naval Academy. Conveniently located next to the Annapolis Maritime Museum. (Two guests maximum) If this apartment isn't available for your time period check out our other studio apartment listed under "NEW lovely studio apartment with onsite parking".
Spacious Modern Bsmt Apt in Historic Neighborhood
Enjoy a retreat in a recntly renovated basement apartment in DC with free street parking and convenient access to all the hustle and bustle of downtown! Amenities include smart lock/alarm allowing for self check-in/out; spacious bedroom with a Duxiana queen bed; living room with comfy couch and smart TV; modern newly renovated bathroom; full kitchen with a coffee maker, kettle, fridge, stove/oven and microwave; and a washer/dryer.

Luxury 1 BR + Den Apartment (lower level)
Just 35 minutes from the White House and 3 minutes from the Metro, this smart micro-luxury apartment offers private parking, a sunny deck, and a peaceful backyard and a bathroom to die for. Walk to Glenmont Station and hop on the Red Line for direct access to D.C.’s iconic landmarks and museums. Luxury, convenience and comfort in one stylish stay.
Popular amenities for Annapolis apartment rentals
Weekly apartment rentals

Dean Street's Lower Deck House!

Kone Oasis- hot tub, pool, theater/game rm.

Naptown’s Nauti Flat

Mother-in-law suite with yard

Sunny Takoma Apt., Walk to Metro, Free Parking

Charming, Chic Downtown Annapolis Apartment

Elegant Green Studio In The Heart of Old Town

*NEW* Luxurious 1 Bed/1 Bath flat in Logan Circle
Private apartment rentals

Elegant Uptown Condo w/Parking

Capitol Hill Basement Apartment - Private Parking

Annapolis Waterview Condo

Private, Walkable 1BR in NOMA

The Sail Loft

Studio Apartment with Parking

Uptown Condo w 2 Parking Spots

Annapolis Main Street View Apartment
Apartment rentals with a hot tub

National Harbor 1 Bedroom w/ Balcony

Resort studio apt w/ pool, hot tub, fire pit, gym

Private Serene Suite with Jacuzzi- Non Smoking

Central and Stylish DC Apartment

Stylish 1BR Apt | Arlington | Pool, Gym

Safe, quiet neighborhood close to downtown!

Cozy 1 bedroom suite with jet tub near US capitol.

Celebrate Summer In Your Private Pool & Hot tub
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 AUD | $235 AUD | $252 AUD | $278 AUD | $314 AUD | $289 AUD | $306 AUD | $289 AUD | $312 AUD | $357 AUD | $283 AUD | $261 AUD |
| 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 90 holiday rentals in Annapolis

Nightly prices starting at
Annapolis holiday rentals start at $74 AUD per night before taxes and fees

Verified guest reviews
Over 6,350 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Annapolis holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Annapolis rentals

4.9 Average rating
Annapolis stays are highly rated by guests—averaging 4.9 out of 5!
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- Walter E Washington Convention Center
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