
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.

Beach Passes, King Bed - hosted by A Haven Away
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

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.

2 Levels of Modern Boutique Loft, Canton 🎶🎵 - New
Artistic, Boutique-Open concept bright 1920 built historic home infused with historic architecture including restored 120y old brick, long leaf pine beams and wood from the late 1800's, high ceiling, spa type claw-foot tub, pendant, recessed lights, Bose Music, Lit up Vanity, Smart AC/Heat, Smart TV, French corner bath, in one of the quiet lanes in the heart of Canton, enjoy a ton of food & drink options, or relax and watch the sunset off the docks. “NO CHORES”, we’ll take care of everything :)

Perfect Location by Fed Hill Park 2Bdr/2.5Ba
Our spacious home is waiting for you! You'll love this home's unbeatable & safe location in the heart of Baltimore’s Inner Harbor! Located within walking distance of Federal Hill Park, Convention Center, Orioles & Raven's Stadiums, National Aquarium, Maryland Science Center, M8 Beer, Sagamore Distillery, Fort McHenry, Restaurants/Nightlife/Bars, Farmer’s Market, Shopping, Breweries, Business District, & MARC Train/Metro/Lightrail. Ideal for singles, couples, families, & business travelers.

Alexandria Old Town Charm
Location. Location. Location. Immerse yourself in all that historic Old Town Alexandria Virginia has to offer. This beautifully furnished town home is wonderfully located on a quiet, picturesque, tree lined street. Take a short walk through the city's storied neighborhoods to its great restaurants, music venues and historic sites. Take the free Old Town Trolley to the King Street Metro and then on to Washington DC or a short Uber ride to National Harbor and it bustling convention centers.

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!

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!

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.

★ 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.

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 Historic Townhouse Steps From USNA

Bring your Pet! Arlington Cozy & Clean Home!

2BR Capitol Hill Light Filled Home Family Friendly

Charming Downtown Annapolis Retreat

Charming Alexandria townhouse

Charming, quiet and recently renovated townhouse

Luxe Row Home Steps to USNA Gate 3!

Luxuriously Restored Loft in Historic Old Town Alexandria
Townhouse accommodation with a washing machine and dryer
Superb, Designed, Historic House in Georgetown

Exclusive Sunken Living Room Soaring Exposed Brick

Cheerful 2-bedroom row house with rooftop deck

Perfect place for your family

The Cigar House in the heart of Old Town

Vacation Home In Pasadena!

Historic Downtown Annapolis

Walk to USNA, Dock—Renovated Downtown Large 2BR
Townhouse rentals with a patio

Terraced Townhouse Getaway in Georgetown

CapHill Oasis Townhouse-Free Parking-EasternMarket

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

Charming Townhome with Outdoor Deck

Newly Renovated Beautiful 3 bedroom home!

2BR/2BA Apartment with Patio Next to Zoo & Metro

Modern & Cozy Townhouse in Rosslyn - Free Parking

Modern, Luxury 3bd/2ba row home in Capitol Hill
When is the best time to visit Annapolis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $248 SGD | $245 SGD | $308 SGD | $324 SGD | $369 SGD | $353 SGD | $369 SGD | $333 SGD | $353 SGD | $353 SGD | $330 SGD | $312 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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,970 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

4.9 Average rating
Annapolis stays are highly rated by guests – averaging 4.9 out of 5!
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- Georgetown University
- National Mall
- Walter E Washington Convention Center
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Capital One Arena
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Johns Hopkins University
- Six Flags America




