Townhome vacation rentals in Annapolis

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Top-rated townhouse rentals in Annapolis

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

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Guest favorite
An inviting living area showcases a comfortable gray sofa and a stylish glass coffee table atop a patterned rug. The space is brightened by natural light from windows and features a decorative brick accent wall. A ceiling fan and warm lighting contribute to the cozy atmosphere.
Townhouse in Baltimore
4.81 out of 5 average rating, 207 reviews

Entire Upper Fells Point 3 Bedroom Beauty!

Modern 4 floor entire private home. 3 spacious bedrooms with separate office and sitting room. Spa like large bathroom with fireplace, jacuzzi tub, chaise lounge and luxury shower. 3 furnished decks and backyard with lounge areas. Access to upscale kitchen and dining room. 2nd fireplace in living room. Perfectly located in Upper Fells Point, close to everything! Many dining and drinking options a few steps from the home. Walking distance to Waterfront & Harbor. Cheap to Uber to most places.

Top guest favorite
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, 240 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

Guest favorite
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, 139 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 favorite
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, 193 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 favorite
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, 211 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.

Guest favorite
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, 175 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 favorite
An inviting living space features a dark gray sofa adorned with decorative pillows. The architectural staircase made of rich wood adds a striking element, while built-in bookshelves display a collection of books. Natural light enhances the warm ambiance of the room.
Townhouse in Old Town
4.91 out of 5 average rating, 322 reviews

Elegant Old Town Row Home with Oasis Back Garden

Stylish and timeless, this two-bed townhouse in the heart of the city boasts floor to ceiling bookshelves, an architectural staircase, wood burning fireplace and a lush private back garden bedecked in festoon lights. An unbeatable location--you can walk anywhere: cafes, restaurants, the metro, yoga, grocery stores, shops and boutiques galore. Safe, family and dog friendly Old Town, like its D.C. neighbor Georgetown, is walkable, charming and filled with top class restaurants and bars.

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, 192 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 favorite
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, 212 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!

Top guest favorite
A bright bedroom features a spacious bed dressed in crisp white linens, complemented by golden decorative pillows. A wooden dresser and a large mirror enhance the space. Natural light filters through multiple windows, illuminating the warm tones of the room's decor.
Townhouse in Capitol Hill
4.96 out of 5 average rating, 667 reviews

Historic Home Next to Capitol, Walk to Everything

Our home is a bright one-bedroom apartment in an unbeatable location next to the US Capitol and National Mall. Walk to all of DC's major sights or hop on the Metro just around the corner. Experience the charm of exposed brick and wood floors while enjoying the conveniences of a recent renovation. Grab delicious bites from Whole Foods just 2.5 blocks away. Our our 97% five-star rating from previous guests means you can book with confidence.

Top guest favorite
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 out of 5 average rating, 109 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 favorite
A cozy living room featuring a comfortable sofa and armchair, with a decorative rug on wooden flooring. A fireplace with a brick facade is flanked by built-in shelves displaying books and decorative items. Natural light filters in, creating a warm ambiance.
Townhouse in Annapolis
4.98 out of 5 average rating, 125 reviews

Beautiful Downtown Annapolis Home!

Your Downtown Annapolis dream home awaits! This elegant brick home sits in the heart of Annapolis within walking distance to all major points of interest. Our home was originally built in 1800, and comes with all the charm you could want. We offer high end finishes throughout the home. It is a cozy and fantastic place to spend your vacation in Annapolis!

Popular amenities for Annapolis townhouse rentals

When is the best time to visit Annapolis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,748 GYDG$40,984 GYDG$41,611 GYDG$52,693 GYDG$60,012 GYDG$57,503 GYDG$60,012 GYDG$54,157 GYDG$57,503 GYDG$57,503 GYDG$53,739 GYDG$50,811 GYD
Avg. temp1°C3°C7°C13°C18°C23°C26°C25°C21°C14°C8°C4°C

Quick stats about townhouse rentals in Annapolis

  • Total vacation rentals

    Explore 50 vacation rentals in Annapolis

  • Nightly prices starting at

    Annapolis vacation rentals start at G$12,546 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,870 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

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 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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