
Townhome holiday rentals in Annapolis
Find and book unique townhouse rentals on Airbnb
Top-rated townhouse rentals in Annapolis
Guests agree: these townhouse rentals are highly rated for location, cleanliness and more.

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).

City Retreat | Wi-Fi, Multi TVs, Pvt Parking,
- Sunlit family rm with electric built-in fireplace & smart TV - Dining for 6, smart TV, electric fireplace and Multi-lighting options for the mode - Fully-equipped kitchen, coffee bar, knee bar - 2nd Family Rm with Sleeper sofa, prvt bath, books, games, laundry - 2 upstairs bedrooms with ceiling fans, smart TVs - Common full bath with tub & shower - Prvt parking for 2 - Classic front porch seating - Central to plenty of restaurant options We're excited to host you. Book Now or Ask me anything

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.

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

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!

★ 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.

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.

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.

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!

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.

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.

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!
Popular amenities for townhouse rentals in Annapolis
Family-friendly townhouse rentals

Charming Rowhome in Downtown Annapolis

Cozy Private Suite w/Yard —10 min to BWI/F. Meade

Perfect place for your family

Cozy loft in great location

Annapolis Getaway

Private Bedroom with Shared Bathroom

Adorable home steps from Navy stadium!

Annapolis Retreat near Naval Acdmy • EV • Beach •
Townhouse accommodation with a washing machine and dryer

Historic Home Next to Capitol, Walk to Everything
Superb, Designed, Historic House in Georgetown

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Spacious, modern, beautiful, 1BR - Adams Morgan

Charming Charlie's walk 2 Orioles & Ravens Stadium

Charming Little Italy Townhouse + Free Parking

Comfy Home in Charming Hampden

|~|King Bed|~|Fenced Yard|~|Twisted stairs|~|
Townhouse rentals with a patio

Exclusive Sunken Living Room Soaring Exposed Brick

Terraced Townhouse Getaway in Georgetown

Cheerful 2-bedroom row house with rooftop deck

Luxury CapHill Townhouse-Free Parking-Central Loc

1bed basement with private entrance & free parking

Comfy NW Gem-5 min walk to Metro/DT/Convention Ctr

Cozy apartment in Shaw/Logan Circle

Newly Renovated Beautiful 3 bedroom home!
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 166 | € 164 | € 206 | € 217 | € 247 | € 236 | € 247 | € 223 | € 236 | € 241 | € 241 | € 228 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
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 € 52 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Fitness-friendly rentals Annapolis
- Family-friendly rentals Annapolis
- Private suite rentals Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Flat rentals Annapolis
- Rentals with breakfast Annapolis
- Rentals with beach access Annapolis
- Waterfront rentals Annapolis
- Rentals with a firepit Annapolis
- Rentals with a patio Annapolis
- Pet-friendly rentals Annapolis
- Apartment rentals Annapolis
- Hotel rooms Annapolis
- House rentals Annapolis
- Rentals with a washing machine and dryer Annapolis
- Rentals with a hot tub Annapolis
- Rentals with an EV charger Annapolis
- Cottage rentals Annapolis
- Rentals with lake access Annapolis
- Rentals with pools Annapolis
- Townhouse rentals Anne Arundel County
- Townhouse rentals Maryland
- Townhouse rentals United States
- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park




