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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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, 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.

Guest favorite
A living room features a beige sofa and a red chair, with a decorative area rug on polished wooden floors. A television is mounted on the wall, and a wooden cabinet displays dishware against a brick wall. Natural light enters through two windows.
Townhouse in Fells Point
4.91 out of 5 average rating, 211 reviews

Hidden Fells Point Gem | Private Courtyard Patio

Ditch the hotel & unwind in this peaceful, curated courtyard townhome—perfect for solo travelers, couples, or friends. A cozy townhome based in the heart of Charm City! First Floor 🛏️ Full sleeper sofa in living room 🍽️ Fully equipped kitchen 🚿Half Bath Second Floor 🛏️ Queen Bed 🚿Full Bath 🧺 In-unit washer & dryer Lets not forget! 🌿 Quiet shared courtyard patio for fresh air & coffee 📍 Walk to Fells Point, Inner Harbor, & Little Italy 🍴 Near top-rated restaurants, shops & bars

Top guest favorite
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 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, 161 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 favorite
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, 192 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 favorite
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, 266 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.

Guest favorite
The open concept living area features a modern gray sofa and a coffee table, complemented by vibrant artwork on the walls. A large dining table made from reclaimed wood occupies the center, with natural light streaming through the sliding doors leading to an outdoor space.
Townhouse in Fells Point
4.91 out of 5 average rating, 287 reviews

Spacious, Unique, Walkable Art Studio- Fells Point

Life with Art! This property doubles as an art gallery (w/ rotating exhibits) in the heart of Fells Point, Baltimore! Great for vacation, business, conferences, internships. Walking distance to dozens of restaurants, bars, shopping, Aquarium/Inner Harbor, Harbor East, Canton, and tje Marriott Waterfront Hotel & Conference Center. Just 1.2 mi away from Johns Hopkins Hospital, 1.3 mi from the Baltimore Convention Ctr, 1.5 mi from Stadiums and 2.6 mi from Penn Station.

Top guest favorite
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, 727 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 favorite
Townhouse in Odenton
4.98 out of 5 average rating, 194 reviews

★ Odenton Oasis ★ Patio | Central to Everything

Welcome to our beautifully furnished, remodeled home just minutes from MARC station with great proximity to DC, Baltimore, Annapolis, Historic Ellicott City--truly central to unlimited historical sites, restaurants, shopping and more! Enjoy a movie, relax on a hammock in the screened-in outdoor space or go sightseeing! Located just 15 mins from BWI and within 5 mins from highway, MARC (w/ trains leaving regularly to DC & Balt), Ft. Meade and walking trails.

Top guest favorite
Townhouse in Anacostia
4.99 out of 5 average rating, 103 reviews

Near Metro, Museums and Arenas, Pet Friendly!

Thoughtfully crafted for travelers who value genuine connection. Our lovingly curated 2BR/2BA home in historic Anacostia welcomes you and your pets with handpicked African art, a chef's kitchen built for gathering, and peaceful deck moments. Steps from metro, museums, and arenas—yet feels like your own retreat. Every detail reflects our commitment to your comfort, from secure parking to the warmth that makes this more than just a stay

Guest favorite
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, 217 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 Annapolis townhouse rentals

When is the best time to visit Annapolis?

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Avg. priceﺩ.ﺇ709ﺩ.ﺇ701ﺩ.ﺇ881ﺩ.ﺇ925ﺩ.ﺇ1,054ﺩ.ﺇ1,010ﺩ.ﺇ1,054ﺩ.ﺇ951ﺩ.ﺇ1,010ﺩ.ﺇ1,028ﺩ.ﺇ1,028ﺩ.ﺇ973
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Quick stats about townhouse rentals in Annapolis

  • Total vacation rentals

    Explore 40 vacation rentals in Annapolis

  • Nightly prices starting at

    Annapolis vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 2,880 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 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

    40 of Annapolis vacation rentals include wi-fi 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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