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Annapolis Rentals

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Annapolis Rentals

About Annapolis

21 apartments

$60

C/ean & Cozy

Annapolis room

1 bedroom / 1 bathroom / Sleeps 2

$60

1 / 10

$699

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / Sleeps 20

Responds fast! avg. 2 hours 24 minutes

$699

1 / 26

$428

Beautiful Murray Hill Home (Annapolis)

Annapolis house

4 bedrooms / 3 bathrooms / Sleeps 9

“Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decor

$428

1 / 30

$755

Charming and Spacious Annapolis Victorian

Annapolis house

6 bedrooms / 5 bathrooms / Sleeps 12

Responds fast! avg. 3 hours 24 minutes

$755

1 / 24

$352

3BR Annapolis Home on Oyster Creek w/Amazing Views

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 9

Responds fast! avg. 27 minutes

$352

1 / 26

$553

Charming Annapolis home with stunning water views

Annapolis house

4 bedrooms / 4 bathrooms / Sleeps 11

$553

1 / 15

$1,001

The Yellow House- Gorgeous Southern Colonial

Annapolis house

6 bedrooms / 6 bathrooms / Sleeps 14

Responds fast! avg. 1 hour 43 minutes

$1,001

1 / 43

$302

2. Private 20 acre waterfront estate - studio apt

Annapolis apartment

1 bedroom / 1 bathroom / Sleeps 2

$302

1 / 7

$252

LOCATION,LOCATION,,LUXURY,WALK TO CITY ,PARKING. Annapolis, MD

Annapolis apartment

2 bedrooms / 1 bathroom / Sleeps 5

$252

1 / 4

$181

Location,location,location,walk to city dock,free

Annapolis apartment

2 bedrooms / 1 bathroom / Sleeps 5

$181

1 / 15

$252

Charming Eastport Home

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 8

$252

1 / 23

$252

Walk to Shops/Eateries Charming Cottage. Dogs Wel.

Annapolis house

3 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 3 hours 0 minutes

$252

1 / 52

$301

Excellent Location in Downtown Annapolis- walk to everything !

Annapolis house

3 bedrooms / 2 bathrooms / Sleeps 7

$301

1 / 17

$377

Charming Artists Home in Eastport/Annapolis

Annapolis house

3 bedrooms / 4 bathrooms / Sleeps 6

$377

1 / 24

$453

Charming Townhouse - Steps to City Dock and USNA

Annapolis house

3 bedrooms / 2 bathrooms / Sleeps 8

$453

1 / 7

$629

Annapolis Area Waterfront Home

Annapolis house

5 bedrooms / 4 bathrooms / Sleeps 11

$629

1 / 21

$498

Perfect Annapolis with Lots of Parking & Hot Tub

Annapolis townhouse

4 bedrooms / 3 bathrooms / Sleeps 10

$498

1 / 4

$195

Annapolis Condo Near River - Walk to Dwtn!

Annapolis apartment

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 17 minutes

$195

1 / 24

$89

NEW! Annapolis Townhome near Nature Trails & River

Annapolis house

1 bedroom / 2 bathrooms / Sleeps 4

Responds fast! avg. 17 minutes

$89

1 / 24

$277

Charming Home close to historic district

Annapolis house

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 15 minutes

$277

1 / 33

$352

*BOOK NOW* Beautiful Cottage in historic Annapolis

Annapolis cottage

3 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 56 minutes

$352

1 / 25

About Annapolis

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Come to Annapolis to experience the best of old world style and Chesapeake Bay charm. This distinguished town, located on the salty bay, has provided visitors with the perfect Maryland vacation getaway for centuries. Visit the museums here and learn more about the early settlers of the area, the natural history and the wildlife that populate fragile Maryland ecosystems, and the important events in American history that took place here. Find a vacation rental, summer home, or bayside cottage overlooking the shoreline. Head downtown to experience Maryland's annual festivals celebrating regional music and the famous Maryland blue crab. Go antique and craft shopping in the heart of the city. Explore Annapolis museums and art galleries and spend some time on the emerald green golf courses around the Chesapeake Bay. At night, head downtown for world-class seafood and a live performance at a local theater.

Here are a few additional suggestions for your trip:

  • Visit the Maryland State House: Annapolis was America's first peacetime capitol, and the statehouse is the oldest still in legislative use.
  • Visit the US Naval Academy: Take a tour of the Naval Academy, one of the proud institutions of Annapolis.
  • Go on a pirate adventure: Take a real life pirate adventure on a ship in Annapolis Harbor. Pirate Adventures on the Chesapeake offers a full day of true buccaneering on an Annapolis boat, complete with face paint, pirate fashions, and a water cannon battle.
  • Experience Annapolis sailing: Nothing can compare with a real sailing adventure aboard an authentic Chesapeake Skipjack. Help man the sails, try your hand at Annapolis fishing and crabbing, or just relax on the deck and watch the harbor birds sail overhead.
  • Visit the William Paca Garden: This colonial garden offers peace, serenity, and history lessons along with guided tours.
  • Explore Quiet Waters Park: This 340 acre park just outside the city center offers more than six miles of trails perfect for strolling, jogging, or biking.

Thousands of visitors come to this area every year to enjoy long weekend getaways, family reunions, and beautiful wedding venues in Annapolis. If you're among them, find the perfect rental apartment in the heart of downtown, or a bayside condo near the harbor. While you're here, consider visiting a few other popular vacation destinations in Maryland like Arnold and Lake Shore.

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