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Annapolis Vacation Rentals(69)

69 Results
Book it Now!
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
    (27)
    Book it Now!
    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 9
      (61)
      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,
        • Sleeps 8
          (42)
          Book it Now!
          2 - 5 night minimum stay
          • 5 BR,
          • 3 BA,
          • Sleeps 21
            (49)
            2 - 5 night minimum stay
            • 3 BR,
            • 3 BA,
            • 2 HF BA,
            • Sleeps 9
              (17)
              2 - 4 night minimum stay
              • 3 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 10
                (37)
                Book it Now!
                2 night minimum stay
                • 3 BR,
                • 2 BA,
                • 2 HF BA,
                • Sleeps 10
                  (7)
                  2 night minimum stay
                  • 4 BR,
                  • 4 BA,
                  • Sleeps 14
                    (25)
                    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)
                        7 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (48)
                          Book it Now!
                          2 night minimum stay
                          • 4 BR,
                          • 4 BA,
                          • Sleeps 10
                            1 Review
                            2 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                              (36)
                              1 - 3 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 7
                                (3)
                                Book it Now!
                                2 - 6 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (35)
                                  3 - 4 night minimum stay
                                  • 4 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                    (32)
                                    2 - 5 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (17)
                                      Book it Now!
                                      2 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 8
                                        (21)
                                        2 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                          (3)
                                          Book it Now!
                                          2 - 7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            Book it Now!
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 6
                                              2 Reviews
                                              $595
                                              per night
                                              Book it Now!
                                              4 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • Sleeps 7
                                                1 Review
                                                $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!
                                                  2 - 3 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 5
                                                    3 night minimum stay
                                                    • 4 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 10
                                                        (7)
                                                        Book it Now!
                                                        2 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 8
                                                          (13)
                                                          $275 - $425
                                                          per night
                                                          2 - 5 night minimum stay
                                                          • 1 BR,
                                                          • 2 BA,
                                                          • Sleeps 5
                                                            (7)
                                                            Book it Now!
                                                            7 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 4
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                                                              Recent Annapolis Reviews

                                                              Perfect for Entertaining Family and Friends!

                                                              5 of 5
                                                              This was by far the best house my fiance (now husband) and I stumbled upon while trying to determine the perfect location for our families to meet for the first time. It was probably one of the biggest returns on investment we've found. The house itself provides the perfect amount of privacy away from the hustle and bustle of downtown Annapolis, yet it's still close enough to go out and explore the city if you'd like! The pictures really don't do the house justice. We had about 30 of our immediate family members over for 4th of July and it offered plenty of space for everyone to roam freely or hang out together in about 10 different "hang out" locations. The driveway is huge (probably fits about 15 cars) so we set up a big canopy out front and had the 4th catered by a nearby BBQ place. In itself, the house could probably seat about 40 people at the same time without having to bring in extra chairs/tables, but rented some so that everyone could all sit in the same location out front. There were also plenty of electrical outlets (even on the decks) so we were able to easily hook up a couple different docking stations for our ipods to provide music in different hang-out spots. It also already had string lighting on the deck - which we enhanced with some of our own lighting. The yard is seriously spectacular - it's very unique and charming with the koi pond, cobblestone walkways, bonfires, and the tiered deck levels. As each family member came in, my husband and I were satisfied with their reaction of how amazing the house was. The floating dock in the back yard was a real hit for taking pictures! The backdrop of the river and the woods across the river added even more charm to the location. The front yard provided a beautiful backdrop as well - you don't really even need to do any decorating if you're planning on hosting some sort of event because of the ambiance it provides. The property was well-maintained and super clean. Everything was perfectly in place when we arrived. The owner was very helpful throughout the entire booking process. He went above and beyond to make sure everything went smoothly for us. We were able to coordinate a walk-through to make sure it was exactly what we were looking for and he answered all of our questions. We would recommend this place to anyone, small or large groups. It's the perfect place to host a laid back bbq like we did or for a romantic getaway! We would definitely go back!
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: Jul 2014

                                                              Wonderful Annapolis Home

                                                              5 of 5
                                                              Awesome location! Beautiful! We just stayed there during our daughter's wedding at the Naval Academy. It was perfect for us...complete with all the amenities of home. What a great find!
                                                              • Submitted: Jul 21, 2014
                                                              • Stayed: Jul 2014

                                                              "Our New House"

                                                              5 of 5
                                                              Our 2 1/2 year old boy refered to our weekend getaway as "our new house." So for four wonderful days we induldged his fantasy and ours! What a perfect escape from our city life, swimming in the pool while watching boats go by. Truly, one of our most relexing getaways ever. Sadly, we went home to our old house!
                                                              • Submitted: Jun 19, 2014
                                                              • Stayed: Jun 2014