Townhome holiday 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 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, 222 reviews

Walk to Beach! King Bed & Free Beach Passes

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, 173 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
Townhouse in Capitol Hill
4.96 out of 5 average rating, 501 reviews

King Bed Studio, Free Parking, Walk Everywhere

*FREE Easy Parking & Luggage Storage *Fully Private Studio Apartment (no kitchen) *Very safe neighborhood with MANY kids, families, and parks *Metro: Eastern Market : 8min walk *Coffee Shop: 1min walk- Locals Favorite *Grocery Stores: Safeway & Trader Joe's : 5-7min walk *Reagan Airport (DCA): 8 min drive or 15 min metro *Many many Restaurants *Capitol Building: 12min walk *Nationals Baseball Stadium: walkable *Smithsonian Museums Monuments: 7 min metro ride *Highway I-395/I-295: 3 min drive

Top guest favourite
A cozy studio space is highlighted by a spacious bed adorned with a colorful floral quilt. A wooden table is set with magazines and utensils, while artistic wall decor and ambient lighting create a welcoming atmosphere. A small desk is positioned for work or leisure.
Townhouse in Washington
4.97 out of 5 average rating, 481 reviews

Comfortable Studio Apartment

A cute studio apartment in the basement of a newly renovated home. Guests have a private entrance with their own private bathroom. You also have use of a full-size washer and dryer. Other amenities include an honor bar stocked with beer and wine, an arcade style game with over 200 popular titles including Ms. Pac Man, and coffee/tea. Please note that we live upstairs, but the space is private. It is separated by a stairwell and a locking door. It is comparable to a hotel room, but nicer.

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, 163 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!

Guest favourite
A modern living area is showcased, featuring a smart TV mounted above a decorative, white console. Two light wood chairs and a dark sofa are arranged around a sleek coffee table. Built-in shelves display books and decorative items, enhancing the minimalist aesthetic.
Townhouse in Annapolis
4.96 out of 5 average rating, 193 reviews

★ Midcentury Modern Getaway ★ Prime Location ★

Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this completely renovated, midcentury modern getaway. Capture Instaworthy views from the rooftop deck including the architecture of the State House and Naval Academy domes. 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 king bedrooms while admiring the historic details of this home.

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
4.97 out of 5 average rating, 274 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 charming brick exterior features a welcoming entryway with a covered porch. Lush greenery surrounds the home, enhancing its connection to the natural landscape. The building's architectural details are complemented by vibrant flowerpots and an American flag displayed on the side.
Townhouse in Adams Morgan
4.87 out of 5 average rating, 183 reviews

STUDIO SUITE IN THE TREE TOPS:ADAMS MORGAN,WOODLEY

Private living/sleeping space in home overlooking Rock Creek Park. Studio bedroom has a cathedral ceiling, sleeping loft and living eating space. Private bathroom. AC /heating unit. Separate study/ bedroom looks onto park. Access to spectacular roof deck, kitchen and family home with all amenities including laundry and parking: All in the heart of Adams Morgan/Kalorama Excellent for a single person and/or a couple: the loft stairs are steep LGBTQ friendly

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 out of 5 average rating, 100 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
A spacious living area is highlighted by a mix of seating options, including a gray sofa and two blue armchairs. A wooden coffee table sits in the center, complemented by an area rug. The dining area features a round table, and the kitchen is visible in the background.
Townhouse in Fells Point
4.97 out of 5 average rating, 222 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.

Top guest favourite
A modern living area is seen with a cozy arrangement of gray sofas and armchairs positioned around a central area rug. A television is mounted above a mantel, and shelves display decorative items. A dining area is visible in the background, featuring a wooden table and high-backed chairs.
Townhouse in Annapolis
4.91 out of 5 average rating, 92 reviews

Charming Historic Townhouse Steps From USNA

Welcome to the heart of Downtown Annapolis! This charming historical townhome offers convenient proximity to the Naval Academy, Waterfront, Bars, Restaurants, and Shopping. With two queen beds, a washer and dryer, and a fully equipped kitchen, immerse yourself in the luxury of a home away from home while experiencing the essence of Annapolis.

Superhost
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
4.88 out of 5 average rating, 151 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 townhouse rentals in Annapolis

When is the best time to visit Annapolis?

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Avg. price$248 SGD$245 SGD$308 SGD$324 SGD$368 SGD$353 SGD$368 SGD$333 SGD$353 SGD$360 SGD$360 SGD$340 SGD
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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 $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 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

    40 of Annapolis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Annapolis rentals

  • 4.8 Average rating

    Annapolis stays are highly rated by guests – averaging 4.8 out of 5!

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