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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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
4.95 out of 5 average rating, 171 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.

Superhost
A foosball table is positioned in a bright, airy hallway, surrounded by white walls and light wooden flooring. A doorway can be seen on the right, leading to another room. A simple wall art piece adds a pop of color to the space.
Townhouse in Annapolis
4.87 out of 5 average rating, 60 reviews

Large 2BR Renovated—Walkable Downtown USNA & Dock

Welcome to your fully renovated 2-floor, 2BR, w/laundry townhouse in Downtown Annapolis! This spacious 1,162 sqft + backyard home is just walking distance to top attractions like the Naval Academy, Water City Dock, Navy Stadium. Enjoy luxury foam mattresses, new appliances, blackout curtains, Fios WiFi, foosball, Roku TVs, air fryer, juicers and more! With a central location to events and shows, and a quick drive to winery, this townhouse offers the perfect mix of comfort, convenience, and fun!

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, 480 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, 162 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, 268 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
An open-concept living area features wooden ceiling beams and natural light flowing in from the adjacent kitchen. A comfortable sofa is positioned near a console table with a large TV, while a plant adds a touch of greenery to the space.
Townhouse in Potomac Yard
4.94 out of 5 average rating, 190 reviews

Newly renovated two bedroom rowhouse in Alexandria

Enjoy this newly renovated three story row house in Potmac Yard. My home features a brand new modern kitchen with all of the amenities you would find at home, updated bathroom with deep soaker tub and plenty of parking on site. You are within a 5 minute drive to the airport, 10 minutes to Old Town and Arlington and 15 minutes to DC. Not to mention 10 minute walking distance to the new Potomac Yard metro, many shops and restaurants. This is your home away from home.

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, 97 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 comfortable living area features a gray sofa with decorative pillows and a wooden coffee table. A striped area rug adds texture, while a wall display of artwork and plants enhances the space. Natural light floods in through sliding glass doors leading to the patio.
Townhouse in Annapolis
5 out of 5 average rating, 43 reviews

*Charming Downtown Townhouse w/Parking & Patio! A

Welcome to Jefferson Annapolis! A newly renovated townhome with Annapolis charm and parking! This wonderful two-bedroom home holds you and 3 guests with its King and Queen beds plus room for two more on a Queen sofa sleeper. Entertaining options are aplenty as you enjoy a large common fenced-in backyard, patio, fire pit, and grill. Short walk to everything downtown has to offer. It just needs you!

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, 221 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.

Popular amenities for townhouse rentals in Annapolis

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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 £45 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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