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Apartment vacation rentals in Annapolis

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Top-rated apartment rentals in Annapolis

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite
A leather couch with decorative cushions is positioned in a well-lit living area. A modern piece of artwork adorns the wall behind the couch, while potted plants add a touch of greenery. Bright natural light filters through two glass-paneled doors.
Apartment in Annapolis
4.92 out of 5 average rating, 504 reviews

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.

Top guest favorite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 219 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Top guest favorite
An eclectic studio apartment displays a spacious bed and a patterned throw atop it. Sunlight filters through tall windows, reflecting off decorative wall art. A piano and a book-filled shelving unit add character, while plants bring life to the room's corners.
Apartment in Union Square
4.91 out of 5 average rating, 834 reviews

South-Facing Studio Overlooking Union Square Park

Pick out tunes on the refurbished 1910 piano or classical guitar of this eclectically furnished studio apartment, elegantly lit by tall windows under high ceilings overlooking lovely Union Square Park in downtown Baltimore. The residential area is a mile from the inner harbor/ stadium and street parking is easy. Nearby, enjoy walking in the park, dinner at Rooted or even see a puppet show. A well-stocked library offers great reading and the kitchenette has coffee, tea, and a light breakfast.

Top guest favorite
A close-up view of the sleeping area features a full bed with an earthy-toned quilt and decorative pillows. A soft throw blanket rests at the foot of the bed. Above, a series of wooden wall art pieces adds a touch of warmth, while a 55-inch Smart TV is mounted nearby.
Apartment in Bowie
4.93 out of 5 average rating, 147 reviews

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)

Guest favorite
The image depicts the private entrance of a garden apartment, featuring a staircase leading down to the entrance. Potted plants line the railing, while sunlit green grass surrounds the area, contributing to a welcoming exterior of the brick building.
Apartment in Petworth
4.85 out of 5 average rating, 142 reviews

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.

Top guest favorite
The kitchen features modern stainless steel appliances, including a large oven and dishwasher. White cabinetry and decorative shelves display curated items. Warm lighting highlights the clean, tiled backsplash and ample counter space, creating an inviting environment for meal preparation.
Apartment in Capitol Hill
4.95 out of 5 average rating, 113 reviews

History Buffs & Foodies Welcome! Metro & Parking

Imagine being just a couple of blocks from the U.S. Capitol Building, the Metro, and a quick stroll to the National Mall-this is YOUR spot! This modern English basement apartment is on one of the best streets in Capitol Hill. Step outside your front door and enjoy local parks, restaurants, and shops all within walking distance. Fully equipped kitchen for meals at home and plenty of room to relax after a day of exploring the city, you'll feel right at home in this Capitol Hill gem.

Guest favorite
A king bed is dressed in a richly colored quilt featuring intricate patterns of gold and purple. Two decorative pillows add texture, while the exposed brick wall provides a historic backdrop. A bedside lamp casts a warm glow on the space.
Apartment in Annapolis
4.88 out of 5 average rating, 101 reviews

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

Guest favorite
A modern living area is showcased, featuring a dark sectional sofa adorned with yellow cushions. A brown leather chair complements a coffee table on an area rug. A large wall-mounted TV is visible, with artwork and a small plant adding character to the space.
Apartment in Bloomingdale
4.87 out of 5 average rating, 348 reviews

Dog-Friendly Modern Apt Walk to Shaw-Howard Metro

Tree-lined streets, you'll pass through the front flower garden to enter the unit. Larger than most English basements in the neighborhood (8' ceilings) and plenty of light. The decor is simple, modern, and artistic with a focus on DC history and culture. Step outside and you'll be on Bloomingdale's most picturesque main thoroughfare, 1st Street NW, and only 2 short blocks from ten restaurants in the historic Shaw neighborhood. 16min stroll to Shaw-Howard Metro. Dog fee $89/stay

Guest favorite
The entrance features a welcoming front door adorned with a decorative wreath, flanked by windows with shutters. A small stairway leads up to the door, with a concrete path that is surrounded by greenery.
Apartment in Annapolis
4.92 out of 5 average rating, 113 reviews

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.

Guest favorite
A serene waterfront scene is captured at sunset, displaying calm water reflecting soft hues of orange and blue. Silhouettes of trees line the shore, while gentle ripples can be seen across the surface, creating a peaceful atmosphere.
Apartment in Deale
4.91 out of 5 average rating, 620 reviews

Romantic Wtrfnt Flat w Hot Tub@Chesapeake Paradise

Gift yourself this private, secluded second floor Flat & Solarium Bedroom. Best hideaway to rest, bond, restore, create, or work. A breezy, country-like setting provides space to escape the city hustle! Nearby scenic drives & groceries, or venture to Annapolis or other local walks. Fully relax with pier, kayaks, hot tub, swings, fire pit, starry nights, sun-drenched loungers, cozy up with books/movies & luxuriate in the deep soaking tub or European shower.

Superhost
Aerial view of a marina surrounded by a cluster of homes and colorful trees, with numerous boats docked along the waterfront. The scenic landscape features water and docks, with the horizon showcasing more boats and buildings in the distance.
Apartment in Annapolis
4.77 out of 5 average rating, 287 reviews

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".

Top guest favorite
A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.
Apartment in Essex
4.97 out of 5 average rating, 288 reviews

A unique place on sue creek

Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Popular amenities for Annapolis apartment rentals

When is the best time to visit Annapolis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$35,592 GYDG$33,289 GYDG$35,592 GYDG$39,361 GYDG$44,386 GYDG$40,827 GYDG$43,339 GYDG$40,827 GYDG$44,176 GYDG$50,457 GYDG$39,989 GYDG$36,849 GYD
Avg. temp1°C3°C7°C13°C18°C23°C26°C25°C21°C14°C8°C4°C

Quick stats about apartment rentals in Annapolis

  • Total vacation rentals

    Explore 90 vacation rentals in Annapolis

  • Nightly prices starting at

    Annapolis vacation rentals start at G$10,468 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Annapolis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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