Search Vacation Homes in Chester

"The house was exactly as promised! We were very happy with the accommodations!"

"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."

"This is a excellent cottage for a short getaway. As the listing states, the cottage is small so only big enough for 1-2 people. There is a nice refrigerator and microwave to heat things up but no facilities for cooking. Paul and Chris are very friendly and helpful. Their dog Vinny is also friendly. We came for a triathlon and the porch was a covered so we could keep our bikes there. The sauna was also great to use after our triathlon."

"We really enjoyed our stay at Miller's Cottage. It was in the perfect quaint neighborhood away from the big city life. Just the right size for 3 adults. Would definitely recommend!"

"We had a family reunion in the area and my brother, and I and our spouses spent 4 nights. It was a perfect fit for our needs. Extremely clean and well appointed. Even the coffee was great. Thanks so much."

"Everyone really loved the house and the location. The pool was great"

"My friends, our wives, and kids loved our stay. Everything exceeded expectations. We especially enjoyed the backyard where we played yard games, grilled, and enjoyed the river."

"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"

"Me and my girlfriend had a weekend get away and stayed here and mr Jimmy was great our stay was very relaxing downstairs where we slep was very nice a giant big screen tv with stereo system with very comfortable recliners bathroom was very nice everything was great the bed was nice we will be staying there again in the neer by future."

"Super close to all downtown amenities. Would definitely return."

"Loved the small touches of cookies, snacks, gifts- all super welcoming and homey- thank you!"

"Cute cottage very close to the beach. We had everything that we needed for our mini vacation. Very clean and well taken care of cottage."

"Our stay in Annapolis was a short and sweet 3-day visit for a wedding--my original focus was to have enough space for everyone to get ready without waiting in line. The property provided so much more than enough room. The entire house was very clean, well-appointed, and smartly laid out. The kitchen was stock with a wide range of food to get the weekend started off without the need to spend hours in the local grocery store. Throw in a great ping-pong table to make it even more fun. My only two...

"Great location for commissioning week! The house was cute, cozy, clean and we loved it!"

"We stayed at this property for a week. It was nice and clean and close to the US Naval Academy! The home had everything you could need for a stay away from home. The host provided practically everything you could need as well! The host was very communicative and responded quickly as needed. We really appreciated our stay here. Thank you so much!"

"This location was extremely clean and perfect for a weekend get away. It’s located not even 2 miles from downtown Annapolis. 10/10 would recommend"

"The house was perfectly located in town in St. Michael’s with off street parking as a bonus. Despite the weather being cold and rainy, we had a lovely time in charming St. Michaels. It was a delightful spot for our annual girls weekend."