Townhouse holiday rentals in Annapolis

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Top-rated townhouse rentals in Annapolis

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Top Guest favourite
A waterfront balcony setting features a round table surrounded by four black metal chairs, offering views of the harbor and nearby buildings. Light clouds drift across the sky above the scenic waterway, while the balcony's railing provides a clear line of sight to the lively marina below.
Townhouse in Fells Point
4.98 out of 5 average rating, 193 reviews

Waterfront Gem with Free Parking

Larger groups should consider our Deluxe Upgrade: https://www.airbnb.com/rooms/29510842 Watch boats cruise along the Harbor, enjoy a quaint interior courtyard oasis, or socialize in the sun-drenched, open concept living room surrounded by vaulted ceilings and local artwork. Waterfront Gem has a fully equipped kitchen, big screen Smart TV with cable channels, high-speed WiFi, and so much more. This historic, award-winning property can be your home away from home. Award-winning property with gorgeous interior architecture. Highlights include: (1) Huge waterfront balcony- perfect for people watching (2) Interior courtyard garden- amazing for morning coffee (3) 2 large bedrooms on separate floors for privacy (4) Each bedroom has private bathroom away from living area (5) Open kitchen/living space with lots of seating for "together" time (6) Fully equipped kitchen for cooking (7) 65-inch TV, Fast WiFi, Keurig for coffee, washer/dryer, dishwasher, and lots of other amenities and extras. Exclusive access to the waterfront balcony, interior courtyard, and all areas of the house which are for you and you only! You'll have access to the entire condo which occupies the entire 3rd and most of the 2nd floor (there is a women's fashion boutique on the 1st floor and a small studio apartment with separate entrance on the 2nd floor). Tenants of the store and studio apartment do not have access to your space. The property has "Smart Locks" which allow guests to enter with a custom pass code I set (and remove upon checkout) for each guest. Different guests want different things, so I'll try my best to accommodate you in the way you'll most appreciate. If you prefer privacy, you'll have as much as you want, and I've included lots of local tips and recommendations in our House Guide for you to explore on your own. If you're looking for opinions, input, ideas, etc... then I'm more than happy to be a resource for you! I grew up in the area, live just a few blocks away, and am often out and about in the neighborhood, enjoying all that Fells Point has to offer. Located in the heart of Baltimore's most charming neighborhood: Fell's Point! Conveniently located nearby Johns Hopkins Medical Center (1 mile). Great for walking: you can follow the waterfront promenade all the way from Fells Point, through the Inner Harbor, up to Federal Hill Park. Or stick around the neighborhood, window shop, and check out quirky stores and restaurants. Water Taxi is 100 feet away and has 10+ stops to bring you to all the top tourist destinations by scenic boat ride. Uber/Lyft are the best methods to get around quickly and often are only 1 or 2 minutes away. Parking is tricky, but if you're coming into town with a car, I can help you coordinate valet service with the hotel directly across the street, direct you to a nearby parking garage, or suggest free street parking a few blocks away. Parking directly outside of the property is hourly during the day (because of the prime location).

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
4.96 out of 5 average rating, 179 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 spacious bedroom is highlighted by a large, yellow-patterned bedspread atop a wooden frame. White walls and a polished concrete floor provide a modern backdrop, complemented by a cozy area rug. A mirror and a lamp enhance the serene ambiance, while natural light filters through two windows.
Townhouse in Adams Morgan
4.95 out of 5 average rating, 380 reviews

Spacious, modern, beautiful, 1BR - Adams Morgan

Newly renovated, spacious and modern 1 BR/1 BA garden-level apartment on the best block in Adams Morgan. Perfect for, families, solo or business travelers. Located on the edge of Rock Creek Park in Kalorama Triangle Historic District, our apartment is a quiet refuge blocks from the center of Adams Morgan, and a short walk to Dupont Circle, Woodley Park Metro, U Street, etc. Fully equipped kitchen with new appliances, TV with Netflix and everything you need for a quick visit or longer stay.

Top Guest favourite
An inviting living area features a modern fireplace adorned with a decorative screen, set against a backdrop of white walls. A sleek table with a wooden base is paired with a light-colored sofa. Natural light fills the space, highlighting the hardwood flooring and a stack of firewood to the side.
Townhouse in Old Town
4.98 out of 5 average rating, 376 reviews

Luxuriously Restored Loft in Historic Old Town Alexandria

Build a wood fire to stay cozy in this artfully converted warehouse, or sip a coffee alfresco on the lavender lined patio. Exposed brick walls and bleached timber beams recall its 1818 vintage. A curated collection of high-end furnishings, designer lighting fixtures, and an updated kitchen provide modern luxuries. * Guest comfort and safety is our highest priority: In addition to a rigorous cleaning regiment, guests have exclusive use of the entire townhouse and private street level entry.

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, 166 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, 288 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.

Top Guest favourite
A spacious living area is highlighted by exposed brick walls and large windows, providing natural light. Comfortable seating arrangements include a dark sectional sofa and colorful cushions. A decorative area rug anchors the space, while two poufs add additional seating options. Modern light fixtures enhance the ambiance.
Townhouse in Capitol Hill
4.97 out of 5 average rating, 257 reviews

Stunning Home Near Supreme Court and Capitol

Enjoy a peaceful stay in my historic home with a newly renovated interior, just a few blocks from the National Mall, Supreme Court, and Capitol Building. I live in the heart of Capitol Hill, a stunning (and safe) neighborhood surrounded by some of the best restaurants, markets, and transportation hubs in the city. You will have exclusive use of the spaces in this listing, but I will also be on the property (in a separate unit with a separate entrance and no interior connection).

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.

Superhost
A comfortable living area features a leather sofa and a coffee table atop a striped area rug. A large mirror and wall-mounted TV enhance the space, while natural light filters in through sheer curtains. A decorative fireplace adds warmth to the room.
Townhouse in Federal Hill - Montgomery
4.87 out of 5 average rating, 145 reviews

Fed Hill ☆ Parking ☆ Deck ☆ Walk Score 95 ☆ Harbor

Find yourself at peace with all the comforts of home in a uniquely renovated 2 bedroom, 1.5 bath rowhome in Federal Hill, in the heart of Charm City. You'll find secure gated parking for two compact cars, an outdoor fireplace, a laundry room, a second-story deck and more! Steps from the Inner Harbor, Downtown, Aquarium, Ravens & O's stadiums, Baltimore convention center and countless restaurants and shops. Leave the car parked and walk to all the best that the city has to offer!

Top 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 Upper Fells Point
4.95 out of 5 average rating, 750 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
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, 103 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.

Popular amenities for Annapolis townhouses

When is the best time to visit Annapolis?

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Avg. price$271 AUD$268 AUD$337 AUD$354 AUD$403 AUD$387 AUD$403 AUD$364 AUD$387 AUD$387 AUD$361 AUD$342 AUD
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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 $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 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!

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