Townhome holiday rentals in Annapolis

Find and book unique townhouse rentals on Airbnb

Top-rated townhouse rentals in Annapolis

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

%{current} / %{total}1 / 1
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, 238 reviews

Beach Passes, King Bed - hosted by A Haven Away

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

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, 188 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.

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, 208 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
4.95 out of 5 average rating, 315 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.

Guest favourite
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, 174 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 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, 307 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.

Superhost
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, 191 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
Townhouse in Washington
4.99 out of 5 average rating, 126 reviews

Luxe Two Bed/Bath Townhome Near Metro Pet Friendly

Welcome to Maison du Voyageur Noir, a luxurious, culturally rich sanctuary designed for curious, open-minded travelers who want to experience Washington, DC at its most vibrant. Entertain in a chef-caliber kitchen, unwind on the serene private deck, and enjoy hotel-level details throughout. Featuring secure parking, plush queen beds, blazing-fast Wi-Fi, smart TV, washer/dryer, and Nest climate control. A 10-minute walk to Metro. Pets welcome. We look forward to hosting you.

Guest favourite
A cozy outdoor space is highlighted by a circular fire pit surrounded by comfortable seating. Twinkling string lights hang overhead, enhancing the inviting atmosphere. A wooden fence provides privacy, while trees can be seen in the background, adding a natural touch.
Townhouse in Ballston - Virginia Square
4.94 out of 5 average rating, 145 reviews

Elegant Townhome in Arlington Kid-Friendly

Elegant 3-story townhome in Ballston, ideal for exploring DC's top landmarks like the White House, National Mall, and Smithsonian Museums. This beautifully renovated retreat features queen beds, a private backyard, and modern amenities including a fully equipped kitchen. Perfect for families and pets, the home is steps from local bars, restaurants, parks, and the library. Enjoy easy access to public transportation, making your D.C. adventure both convenient and memorable.

Guest favourite
A modern kitchen and dining area features rich wooden cabinetry and a dark granite countertop. Stainless steel appliances are present, alongside a dining table with four wooden chairs. A cozy living area with a red couch is visible in the background, illuminated by natural light from a window.
Townhouse in Baltimore
4.95 out of 5 average rating, 770 reviews

Romantic Hot Tub Getaway, Walk to Fells Point

Located on a quiet street in a safe neighborhood, this one-bedroom Baltimore rowhome is ideal for a couple or single traveler. Luxury touches include a walk-in rain shower with separate bathtub, wide variety of soaps, shampoos and essential toiletries, gourmet coffeemaker, outdoor hot tub, private washer/dryer, ultra-plush bedroom carpet and more. Blazing fast wifi, free premium streaming, coffee, teas, clean linens and more are also included with your reservation.

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
4.84 out of 5 average rating, 138 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.

Top guest favourite
The bedroom features a spacious bed with a navy blue comforter. A sliding glass door opens to a wooden deck, framed by sheer curtains. Adjacent, two decorative vases with yellow flowers are positioned next to a textured wall. Warm wooden flooring enhances the inviting atmosphere.
Townhouse in Baltimore
4.98 out of 5 average rating, 207 reviews

Unique 2bd townhouse quietly located in the city.

Our peaceful and unique townhome is located in historic Pigtown. It is centrally located to many things the city has to offer. Just 1.5 miles from INNER HARBOR/AQUARIUM, 0.5 miles from the M & T Bank stadium, 0.7 miles from Top Golf, and the University of Maryland, 0.9 miles from the Horseshoe Casino, all within walking . Although downtown, the home offers a quiet and serene feeling, with the true literal meaning of your home away from home!

Popular amenities for townhouse rentals in Annapolis

When is the best time to visit Annapolis?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$274 SGD$251 SGD$255 SGD$323 SGD$368 SGD$352 SGD$368 SGD$332 SGD$352 SGD$352 SGD$329 SGD$311 SGD
Avg. temp1°C3°C7°C13°C18°C23°C26°C25°C21°C14°C8°C4°C

Quick stats about townhouse rentals in Annapolis

  • Total holiday rentals

    Explore 50 holiday rentals in Annapolis

  • Nightly prices starting at

    Annapolis holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Annapolis holiday rentals include wifi 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!

Destinations to explore