
Townhome holiday rentals in Annapolis
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Top-rated townhouse rentals in Annapolis
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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.

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!

Historic Downtown Annapolis
Welcome to Walter’s D.O.G. House in Historic Annapolis! This used to be our family home, it is very special to us. We hope you also enjoy the charm it has to offer right in the heart of Downtown Annapolis. We are located in the epicenter of all things. Main Street is our backyard with everything Downtown Annapolis has to offer just a close walk away: Bars, Restaurants, Parks, the Ego Ally Waterfront, etc. USNA is just a few short blocks away + Navy-Marine Corps Stadium is a quick 1.1 mile ride.

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.

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.

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.

★ 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.
Popular amenities for townhouse rentals in Annapolis
Family-friendly townhouse rentals

Private Bedroom Suite w/ Free Parking & EV-Charger

Cozy room in a great location

Welcome to Annandale

Historic Row Home in Downtown Annapolis

Annapolis Getaway

Private Bedroom with Shared Bathroom

Rooms at Garden House next to USNA & Harbor

Cozy Room Washington DC Near Metro [I]
Townhouse accommodation with a washing machine and dryer

Perfect Location by Fed Hill Park 2Bdr/2.5Ba

Fells Point - Close to Attractions

Historic Home Next to Capitol, Walk to Everything

Charming Little Italy Townhouse + Free Parking

Unique 2bd townhouse quietly located in the city.

Comfy Home in Charming Hampden

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

Near Metro, Museums and Arenas, Pet Friendly!
Townhouse rentals with a patio

Exclusive Sunken Living Room Soaring Exposed Brick

Terraced Townhouse Getaway in Georgetown

Luxury CapHill Townhouse-Free Parking-Central Loc

Cheerful 2-bedroom row house with rooftop deck

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

Newly Renovated Beautiful 3 bedroom home!

Spacious Basement Studio/Apartment

Luxury H St. Private Apartment.
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 | $312 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
- Georgetown Waterfront Park
- National Harbor
- 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




