Search Cottages in Chester

"This is our second stay and it was just as memorable and lovely as our first stay. Pat and Ken are fantastic hosts. They think of everything! They are super responsive when you have questions/issues. They also let you know about things going on in the community so that you can join if you wish. The house itself is perfect for us. It's very well and generously stocked. Having a washer and dryer on site is a life saver when you travel by plane. I would highly recommend the Firefly Cottage if you...

"Wonderful hosts, great before and during stay communication, very friendly and welcoming. Cottage was cozy, well appointed and had the best view from the screened porch for morning coffees and evening glasses of wine!"

"We thoroughly enjoyed our Memorial Day stay at the Bayburst Lodge! Our son and his wife, our daughter and her boyfriend joined us. This home is located right on the water on a quaint road in Rock Hall. The home was spacious and clean and pet friendly. We enjoyed the small private beach right on the water and also caught some small fish right from the beach. We had amazing weather all weekend until Monday, but the rain held off until we left. We enjoyed eating at the Blue Heron and the Harbor...

"Several family members and I went on a fishing trip out of Edgewater. We stayed in this wonderful cottage on the water. The house was immaculate and everything we needed aside from food was provided. The check in and check out were very simple and the host gave us contact information in case we needed anything. The location and overall property could not have been any better. We would definitely stay here again."

"We love staying at the John Bruff house in St. Michaels. The location is great, right in the heart of town! Our family has been staying here for the past few years and we can’t wait to go back!!"

"The home was beautiful, the setting was stunning, and the check-in and check-out process was a breeze! Our group of 6 cousins had a fantastic time together enjoying the beautiful views and all that Annapolis has to offer. We are already planning a return trip next year!"

"We enjoyed meeting the hosts and their llamas and emus. The home had everything we needed for our stay, and the view of the water from the house could not be better. We watch the sunsets wherever we go, and the colors were spectacular. There were plenty of things to do, and the restaurants were a short drive away. Thank you for sharing this property with others."

"Everything is perfect over there … The paradise on earth .. Highly recommended "

"Very nice home! It was decorated with many antiques and gave you a feeling of another time but with all the modern amenities for a wonderful time."

"The house looked better than the pictures. It was very cozy and had everything we needed. It’s probably the best location for walking around town. Water pressure in the shower was decent, and the beds were comfortable."

"The property was clean and perfectly located across from the Chesapeake Bay. We enjoyed our stay and will definitely book it again!"

"Appreciated the lovely waterfront location, independence , nice filtered water tap for drinking and coffee. Especially enjoyed meeting owner, delightful visit."

"Second time staying as this property and will continue to be our go to vrbo when needed. Very comfortable and has everything needed while in Rock Hall. Had some difficulty opening up door with key pad initially, but was able to figure it out. Highly recommend this property."

"We had a wonderful trip to St. Michaels. This house is in the perfect location and has everything you need for a great stay!"

"We love staying at Magee Cottage. It has all you need to relax and enjoy such a comfortable home on the water. This is our second stay and we’ll hurry back in a few months for more of the good life!"

"Thoroughly enjoyed staying at this cozy cottage It was very clean, had lots of towels, comfortable beds with soft fluffy bedspreads. We also enjoyed sitting outside on the screened in porch when we weren't in the hot tub. The fact that it was in a gated community with lots of gorgeous flowers and trees it felt very private."

"Beautiful views, private little cottage ideal for couples visiting with pets."

"Beautiful house in peaceful West Annapolis, a short distance from the local shops and restaurants and the Naval College. Well equipped, everything you need, a real home from home and a very friendly, helpful and accommodating host. Highly recommended place to stay!"