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Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Private room
  2. Annapolis
Jorge's Pousada

Enjoy this quiet place and close to downtown Annapolis , safe area and free park

  1. Private room
  2. Annapolis
Chesapeake Mornings

Sun-filled corner room with queen-sized bed, walk-in closet, lovely window shades with pretty views of the front yard. The room is located in a colonial home where people from all backgrounds are very welcome! Perfect location for someone who loves to walk and bike or just relax on the back patio.

SUPERHOST
  1. Private room
  2. Annapolis
Annapolis 1 bedroom quest suite

Walk out basement apartment with separate entrance and full windows. Room with futon/bed and fireplace, then private bathroom with shower and a private bedroom with double bed. 1 mile from downtown Annapolis in quiet neighborhood.

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Other great vacation rentals in Annapolis

SUPERHOST
  1. Entire rental unit
  2. Annapolis
Private Annapolis Inlaw Apartment
SUPERHOST
  1. Entire condo
  2. Annapolis
Annapolis Waterfront Condo - Unit #: A-203
PLUS
  1. Entire rental unit
  2. Annapolis
Wall to Wall Cool- Filled with Original Art and Sculpture
SUPERHOST
  1. Entire condo
  2. Annapolis
The Crow's Nest - Excellent downtown Annapolis Apt
SUPERHOST
  1. Entire guest suite
  2. Annapolis
Cozy Downtown Annapolis Studio - Walk Everywhere!
  1. Private room
  2. Annapolis
Howard's Cove Retreat
SUPERHOST
  1. Entire home
  2. Annapolis
Spacious House + Patio Steps to Downtown / Main St
SUPERHOST
  1. Entire rental unit
  2. Annapolis
Modern Apartment over the Heart of Main Street!
SUPERHOST
  1. Entire condo
  2. Annapolis
Beautiful Condo By The Navy Academy
SUPERHOST
  1. Entire home
  2. Annapolis
New Hotel Chic
SUPERHOST
  1. Entire guesthouse
  2. Annapolis
Chesapeake Birdhouse Studio
SUPERHOST
  1. Entire guest suite
  2. Annapolis
right downtown garden oasis (dog-friendly)