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Townhouse holiday rentals in Annapolis

Find and book unique townhouses on Airbnb

Quick stats about townhouse rentals in Annapolis

  • Total holiday rentals

    Explore 40 holiday rentals in Annapolis

  • Nightly prices starting at

    Annapolis holiday rentals start at $156 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,830 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

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Annapolis holiday 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!

Top-rated townhouse rentals in Annapolis

Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

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Guest favourite
The front of a charming duplex features a prominent bay window and a welcoming porch adorned with a large umbrella and seating. Bright flowers line the railing, and an American flag is displayed, enhancing the inviting façade surrounded by neatly trimmed greenery.
Townhouse in Annapolis
4.85 out of 5 average rating, 144 reviews

You'll Never Want to Leave

Walk 1 blk to Navy stadium/less than mile to city dock! With fabulous fenced in outdoor oasis for relaxing family fun - w/hot tub, outdoor bar w/flatscreen TV, fireplace, swing, bocce ball, ping pong, horse shoes, corn hole, & much more! Great family entertaining!!! hosted hundreds in our home & have most every amenity. A modernly decorated duplex home & much moreWe have it all! IT’s our HOME WHERE WE LIVE & have our belongings it is not an empty rental. Driveway & unlimited free street pkg

Top Guest favourite
The exterior of a historic townhome is showcased, featuring red brick walls and black shutters. Lush greenery and colorful flowers enhance the garden area. A flag may be seen hanging from the building, set against a clear blue sky.
Townhouse in Annapolis
4.95 out of 5 average rating, 205 reviews

Historic 3 Bedroom Downtown Annapolis Townhome

Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, Downtown Restaurants, Bars, Shopping, and Festivals. Enjoy and relax on your large private, fenced-in patio or in your modern living room. While the restaurant scene is mouth-watering in Annapolis, you can also stay "home" and cook in your gourmet kitchen. Explore all that Annapolis has to offer from the comfort of your home away from home! No on-site parking but lots of off.

Top Guest favourite
A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.
Townhouse in North Beach
4.96 out of 5 average rating, 245 reviews

Beachside Oasis + Beach Passes | A Haven Away

Welcome to Bay Haven, one of five A Haven Away getaways! This plant-filled oasis is in a quiet North Beach neighborhood, steps from the wetlands park and 12 minutes on foot to the beach. We share our community beach passes and loads of local tips. The house is stocked with everything you need for a relaxed stay. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate Find us on Insta ahavenaway.

Guest favourite
A cozy deck is highlighted, featuring comfortable seating around a fire table, surrounded by twinkling outdoor lights. In the background, a charming brick facade of a house and city views are visible, creating an inviting atmosphere for relaxation.
Townhouse in Federal Hill - Montgomery
4.96 out of 5 average rating, 219 reviews

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Our spacious home is waiting for you! You'll love this home's unbeatable & safe location in the heart of Baltimore’s Inner Harbor! Located within walking distance of Federal Hill Park, Convention Center, Orioles & Raven's Stadiums, National Aquarium, Maryland Science Center, M8 Beer, Sagamore Distillery, Fort McHenry, Restaurants/Nightlife/Bars, Farmer’s Market, Shopping, Breweries, Business District, & MARC Train/Metro/Lightrail. Ideal for singles, couples, families, & business travelers.

Top Guest favourite
A charming residential street is depicted, featuring a row of two-story townhouses with varying exterior colors. Each unit is complemented by front steps leading to a door adorned with a seasonal wreath. Lush greenery and trees line the sidewalk, providing a peaceful setting.
Townhouse in Old Town
4.96 out of 5 average rating, 335 reviews

Alexandria Old Town Charm

Location. Location. Location. Immerse yourself in all that historic Old Town Alexandria Virginia has to offer. This beautifully furnished town home is wonderfully located on a quiet, picturesque, tree lined street. Take a short walk through the city's storied neighborhoods to its great restaurants, music venues and historic sites. Take the free Old Town Trolley to the King Street Metro and then on to Washington DC or a short Uber ride to National Harbor and it bustling convention centers.

Superhost
A spacious living area features a combination of comfortable seating, including a patterned armchair and a gray sofa. Natural light brightens the space, which includes a dining table in the background. A staircase with wooden steps leads to the upper level.
Townhouse in Annapolis
4.9 out of 5 average rating, 181 reviews

Beautiful Townhome Downtown Annapolis

Located in the Historic District of Annapolis, you're in walking distance of State Circle, Church Circle, Naval Stadium, Naval Academy, and surrounded by all things Annapolis! Enjoy amazing shops, entertainment venues, and great restaurants for food and happy hour! In between exploring Annapolis, comfortably relax with a good movie on the smart tv or with your wifi-enabled devices. Bring family and/or friends to enjoy the comfort of our beautiful home in an absolutely wonderful City!

Top Guest favourite
A waterfront balcony is furnished with a black metal table surrounded by six matching chairs. Potted plants add a touch of greenery, and a view of the harbor and nearby buildings is visible, enhancing the outdoor space.
Townhouse in Fells Point
4.98 out of 5 average rating, 270 reviews

Waterfront GEM - HUGE HOME for FAM/WORK/FUN!

Watch boats cruise along the harbor from your waterfront balcony overlooking Broadway Pier, Sagamore Pendry, and Historic Thames Street! Our unbeatable location in the heart of Fell's Point is nearby all of the areas top attractions! Step out the front door to be immersed in cobblestone charm with dozens of restaurants, bars, shops, and boutiques, within steps. Award-winning architecture, local art, and special touches have delighted our guests for years: we hope your group is next!

Top Guest favourite
A cozy living area features a dark leather sofa and an accent chair beside a wooden table made from stacked logs. Wall art depicting serene coastal scenes is displayed above the sofa, while a lantern emits a soft glow in the corner, creating an inviting environment.
Townhouse in Fells Point
4.96 out of 5 average rating, 325 reviews

Waterfront Home In Heart Of Historic Fells Point

Literally located steps away from the waterfront in Historic Fells Point, Baltimore City, Maryland. Walking distance to all that Fells Point has to offer - to include restaurants, shops, stores, bars, family gathering areas, and water taxis to other desired waterfront locations in Baltimore City. Home is fully loaded & has a rooftop desk with a wonderful view of the Fells Point Waterfront, state-of-the-art appliances, TVs in multiple rooms, incredible ambiance, and great comfort.

Guest favourite
A dining area features a round black table surrounded by four woven chairs. A white vase with greenery rests on the table. Natural light from a window illuminates the open living space, which integrates a cozy seating area with a light-colored sofa and a mounted TV.
Townhouse in Annapolis
4.91 out of 5 average rating, 195 reviews

Annapolis Downtown Pleasant St Townhome 3 bedrooms

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. 10 min walk to Main St. 15 min walk from Naval Academy. 300 Mbps high-speed Nest wireless internet. Parking available, as well as another parking garage nearby 600 ft. Cozy up with a great show or movie on the smart TV or on your WiFi-enabled device. Unwind and relax in any of three finely appointed, luxurious bedrooms.

Top Guest favourite
A modern kitchen is highlighted by sleek white cabinetry and a large island with seating for four. Stainless steel appliances are positioned for convenience, and natural light fills the space through a window overlooking the backyard.
Townhouse in Annapolis
5.0 out of 5 average rating, 114 reviews

Beautiful Downtown Annapolis Townhome!

Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , 3 and 1/2 Baths , Wonderful Upgraded Mattresses that will ensure a great nights sleep, Big screen TV's Back yard courtyard with gas firepit. And the best part....... Walking distance to Downtown Annapolis with Shopping , Dining and much more bring the whole family to this great place with lots of room for fun.

Top Guest favourite
Townhouse in Fells Point
4.96 out of 5 average rating, 247 reviews

Fells Point - Close to Attractions

FellsPoint excitement just off the main street, only a block away from the main attractions of Fells Point. This is a beautiful street level unit that is exclusively AirBnB use, separate entrance on street level. Note that weekends in the neighborhood are very busy and sometimes loud, it's a popular area and this unit faces the street. Light sleepers might get awakened.

Guest favourite
An inviting kitchen and dining area features a wooden dining table with black chairs and a decorative centerpiece. A modern kitchen with stainless steel appliances and light cabinetry is visible, along with a unique turquoise door and large windows allowing natural light to fill the space.
Townhouse in Crofton
4.89 out of 5 average rating, 161 reviews

Home away from Home

Whether you're visiting family in the neighborhood or spending the week touring DC, Annapolis or another surrounding city our home will offer you a cozy retreat & home-away-from-home feel located in a wonderful neighborhood & fully equipped home - lovely wooded private deck, espresso bar, spacious rooms, comfortable beds & so much more!

Popular amenities for Annapolis townhouses

When is the best time to visit Annapolis?

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Avg. price$370 NZD$339 NZD$344 NZD$436 NZD$496 NZD$476 NZD$496 NZD$448 NZD$476 NZD$476 NZD$445 NZD$420 NZD
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