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Annapolis Vacation Home Rentals(102)

102 Results
Book it Now!
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
    (62)
    Book it Now!
    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 8
      (42)
      Book it Now!
      2 - 4 night minimum stay
      • 5 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 15
        (16)
        Book it Now!
        2 night minimum stay
        • 3 BR,
        • 2 BA,
        • 2 HF BA,
        • Sleeps 10
          (8)
          2 night minimum stay
          • 4 BR,
          • 4 BA,
          • Sleeps 14
            (25)
            2 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 8
              (36)
              2 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 10
                (27)
                2 - 5 night minimum stay
                • 3 BR,
                • 3 BA,
                • 1 HF BA,
                • Sleeps 10
                  (38)
                  2 - 5 night minimum stay
                  • 3 BR,
                  • 3 BA,
                  • 2 HF BA,
                  • Sleeps 9
                    (17)
                    3 - 5 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 6
                      (9)
                      4 night minimum stay
                      • 5 BR,
                      • 2 BA,
                      • 2 HF BA,
                      • Sleeps 11
                        (11)
                        3 - 7 night minimum stay
                        • 3 BR,
                        • 3 BA,
                        • Sleeps 6
                          (13)
                          2 - 3 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • Sleeps 8
                            2 Reviews
                            • 7 BR,
                            • 5 BA,
                            • 1 HF BA,
                            • Sleeps 14
                              (5)
                              2 - 5 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 6
                                (17)
                                3 - 4 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  (32)
                                  3 night minimum stay
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 8
                                    1 Review
                                    2 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 12
                                      (29)
                                      3 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • 1 HF BA,
                                      • Sleeps 12
                                        3 night minimum stay
                                        • 5 BR,
                                        • 4 BA,
                                        • 1 HF BA,
                                        • Sleeps 10
                                          1 Review
                                          Book it Now!
                                          2 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 8
                                            (22)
                                            2 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                              (3)
                                              2 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • 1 HF BA,
                                              • Sleeps 8
                                                2 Reviews
                                                Book it Now!
                                                • 2 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                  2 Reviews
                                                  $700 - $1,000
                                                  per night
                                                  Book it Now!
                                                  3 - 6 night minimum stay
                                                  • 6 BR,
                                                  • 5 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 12
                                                    Book it Now!
                                                    3 night minimum stay
                                                    • 5 BR,
                                                    • 3 BA,
                                                    • Sleeps 9
                                                      3 - 6 night minimum stay
                                                      • 5 BR,
                                                      • 3 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 10
                                                        2 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 9
                                                          (3)
                                                          2 - 3 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                            (12)
                                                            2 night minimum stay
                                                            • 5 BR,
                                                            • 3 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 12
                                                              (3)
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                                                              Recent Annapolis Reviews

                                                              Well-appointed, convenient and comfy getaway

                                                              5 of 5
                                                              We really enjoyed the location and amenities of the house. It was very comfortable and very tastefully decorated. The kitchen was well-supplied for those who wanted to cook. Beds were comfy. The owner was quick to help when we had questions. The amount of stairs might not work for families with very young toddlers or elderly people. We coudln't find many cable channels (possibly user error?) and we couldn't find extra pillow cases. Overall --highly recommended!
                                                              • Submitted: Aug 23, 2014
                                                              • Stayed: Aug 2014

                                                              Great multi-generational space. Convenient, quiet and a great view.

                                                              4 of 5
                                                              Had 3 generations (6 months - grandparents) -everyone had their own space. Easy access to downtown Annapolis and all necessities (groceries, liquor store, farmer's market.) but away from the crowds. Deck is perfect for entertaining (had 16 for family reunion dinner) Great spot to watch the sunrise!
                                                              • Submitted: Aug 14, 2014
                                                              • Stayed: Aug 2014

                                                              Tampa/Bradenton Family of Nine

                                                              5 of 5
                                                              Our family includes people who range in age from 12 to 77, and every one of us LOVED staying at this beautiful home. The art work thoughout the house is eclectic and interesting, and the library contains books on a wonderfully wide variety of topics. The main living space has glorious views of the harbor and all the yachts and boats that visit or stay here, and the dining room easily accommodates 8 or more hungry individuals. The kitchen, while small, is completely equipped with every efficient appliance, serving piece and cooking gadget imaginable--plus enough china and silver to supply almost any need. The master bedroom is sumptuous, and the other two bedrooms on the second floor are very nicely appointed. The pullout bed in the office, also on the second floor, is an adequate sleeping space with a large closet. Our teenagers relished the bedroom on the third floor, although having the only access to the "crow's nest", with its soothing breezes and delicious views, meant that the rest of us were often trooping through their special hideaway and intruding on their private space! The small garden immediately outside the family room was thoughtfully and artfully designed...a special buffer between the house and the parking pad. One of our party is disabled, and the owner allowed us to rent a hospital bed and put it in the living room for his use. The owner is very quick to respond to any inquiry, and I found her a pleasure to deal with. Annapolis is a charming city, and this home is located in the heart of the historic district. It was an easy 5 minute walk to Main Street, with its vibrant atmosphere and inviting shops, and we also enjoyed strolling through the neighborhood immediately surrounding Duke of Gloucester Street. The historical churches and homes in this area are enchanting. We picked up yummy sandwiches from Carl's Corned Beef and Deli to take onto one of the Watermark cruises (they only serve drinks); the Rams Head Tavern satisfied every appetite; Galway Bay provided us with an Irish Pub atmosphere, and visiting the Annapolis Ice Cream Shop was a nightly experience! Touring the Maryland State House and the Hammond-Harwood House were big hits for the history buffs in our party. The tour of the US Naval Academy was a very meaningful highlight for some of us, and spending the day in Mount Vernon was extra-special for all nine of our party. This house is perfectly located for the vacation of a lifetime.
                                                              • Submitted: Aug 6, 2014
                                                              • Stayed: Jul 2014