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Vacation Homes in Annapolis

"It was great!"

"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"

"Overall this was the most amazing experience from the location and the house itself to the property manager. The property manager was so amazing and made sure that if you needed anything in your stay they would make it happen. They were also very good about communication and responding quickly. On top of all of this the house itself is amazing and in the perfect location. Whether you want to have a chill getaway or explore Annapolis and the other amazing locations around it is the perfect house."

"My friends and I were looking for a relaxing place to have a long weekend - this place was great! The location was wonderful and the house had everything we needed. The host was a fabulous communicator and helped us with everything we needed! Can’t wait to stay here again! "

"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "

$95 nightly

Aug 5 - Aug 6

Total includes taxes and fees

"Wonderful location with walkable restaurant options. Property was cozy and very well appointed. Definitely a re visit."

"Spent 2 wonderful weeks at this cottage! Very close to walking trail and loop around Naval Stadium. Easy access to shopping dining, highly recommend!!!!"

"Relaxing weekend in Annapolis. Enjoyed the quiet and a short walk to the beach"

"A very pleasant place to hang out with family. The road traffic was a little bothersome. "

"Great location to the academy and shopping"

"We wanted to celebrate Easter with our two daughters who go to Loyola in Baltimore so we decided to stay in Annapolis area. We absolutely loved the house. The location and view was amazing- right on the Chesapeake bay! The house was clean and welcoming. There were so many nice little touches that made us feel welcomed. We had a great weekend celebrating Easter with our two daughters and son. The house was the perfect size for the 5 of us. "

"Perfect accommodations for girls weekend. Close to everything, very walkable. "

"Amazing location and unique VRBO!!!!!!!"

"House is beautiful and in a great location! "

$583 nightly

Aug 5 - Aug 6

Total includes taxes and fees

"Perfect weekend getaway with friends and our pups. Easy walk to downtown Annapolis. The host was very responsive. "

$772 nightly

Aug 8 - Aug 9

Total includes taxes and fees

"Terrific house and good location"

"We enjoyed being in walking distance of everything we needed for the stay, restaurants, shopping, marina, and history. "

"Very clean - well equipped - perfect for our relaxing weekend."

$673 nightly

Aug 11 - Aug 12

Total includes taxes and fees

"The property was very nice. It felt so homey. Clean and nicely appointed, even decorated for Christmas! In 2 short days ther was so much laughter and memories made! We would definitely recommend this home for a family stay!and memories made!"