
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.

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

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

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.

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!

★ 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.

Historic Home Next to Capitol, Walk to Everything
Our home is a bright one-bedroom apartment in an unbeatable location next to the US Capitol and National Mall. Walk to all of DC's major sights or hop on the Metro just around the corner. Experience the charm of exposed brick and wood floors while enjoying the conveniences of a recent renovation. Grab delicious bites from Whole Foods just 2.5 blocks away. Our our 97% five-star rating from previous guests means you can book with confidence.
Popular amenities for townhouse rentals in Annapolis
Family-friendly townhouse rentals

Beautiful Downtown Annapolis Home!

Historic Downtown Property

Art Lux Bethesda | Stylish 2B + Library| Game Room

Modern 4-Story Townhome Retreat Minutes From DC

Stylish Basement Studio Apt in Beltsville

Historic Row Home in Downtown Annapolis

Annapolis Getaway

Sunny & separate apartment in Baltimore townhouse
Townhouse accommodation with a washing machine and dryer

Townhome Steps to Capitol Bldg Backyard & Parking

Fells Point - Close to Attractions
Superb, Designed, Historic House in Georgetown

Cheerful 2-bedroom row house with rooftop deck

Stylish 1BR Federal Hill Apt with Parking!

Spacious, modern, beautiful, 1BR - Adams Morgan

Unique 2bd townhouse quietly located in the city.

Tilghman Island Waterfront Home w/Stunning Sunsets
Townhouse rentals with a patio

Exclusive Sunken Living Room Soaring Exposed Brick

Terraced Townhouse Getaway in Georgetown

Luxury CapHill Townhouse-Free Parking-Central Loc

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

Cozy apartment in Shaw/Logan Circle

Charming Alexandria townhouse

Newly Renovated Beautiful 3 bedroom home!

2BR/2BA Apartment with Patio Next to Zoo & Metro
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 SGD | $249 SGD | $313 SGD | $328 SGD | $374 SGD | $358 SGD | $374 SGD | $337 SGD | $358 SGD | $365 SGD | $365 SGD | $345 SGD |
| 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 $78 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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- 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
- Sandy Point State Park
- Arlington National Cemetery
- National Harbor
- Georgetown Waterfront Park
- Patterson Park
- Washington Monument
- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park




