Search Holiday Homes in Western Shore of Maryland

"My rugby team traveled down for a competition. Erin met us there walked us around the property and gave us great recommendations for food in the area. She was an amazing manager, always answering questions and getting us anything we needed. The property was beautiful and fit our entire team comfortably. The large slace and outdoor activity allowed for a lot of team building and we had a blast llaying pickle ball and basketball with each other. We wish we coukd have spent more time there."

"The space was perfect and very clean. The plug-ins were a little intense for me and gave me a headache. Once I unplugged them and aired out the space, I was fine."

"Beautiful views, quiet location. Enjoyed watching the birds with our dog. Primary bedroom - comfortable large bed and very nice bathroom. Our son loved playing ping pong and foosball downstairs."

"It was my daughters senior game for Towson lacrosse !!! Easy huber !!! A little noise from main st … to be expected ‼️"

"Great location! The owner was very easy to communicate with and very accommodating. We had a great time exploring Annapolis."

"I’ve reviewed this home several times, still 5/5"

"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"

"Great location - walkable to Downtown Annapolis and the stadium. House was very clean and has all the features and amenities you need for a comfortable stay!"

"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"

"Beautiful environment and house, close enough to everything, but far enough to be able to relax. Great for families with kids."

"We rented Robert’s property to spend Easter with our mid 20s kids and their partners. We wanted a place that would be fun for everyone to hangout and it was perfect. The darts and especially the hand shuffleboard were great fun. And the kitchen and dining area was large enough to cook and serve seven people. It’s also in a great area, within walking distance to coffee shops, restaurants and bars."

"A wonderfully located cottage, walking distance to quant breakfast eaterys and upscale restaurants. The sunroom was wonderful. Even tho it was still chilly outside, we did enjoy the upstairs deck and even had some wine poolside. Def recommend The Chart House Prime, just a quick walk to a restaurant with a superb wine selection and 5 Star food. Host was quick to respond to questions and very amenable to any issue we may have had. We absolutely will stay here again!"

"Nice neighborhood! Easy walkable area to restaurants and the beach."

"A sweet little house in a fabulous location. We stayed here for Christmas to be close to our families, we left the area 3 years ago. House was perfect, quiet neighbors and friendly locals. We would definitely book here again!"

"This was a fantastic place to stay. Very clean, quiet, accessible to restaurants, entertainment, etc. It was a very enjoyable and comfortable stay. Had all the conveniences you need. Will definitely book in the future when we come through. Highly recommend."

"Property is in a great location within walking distance to bars/restaurants, inner harbor and convention center. Plenty of space to spread out for a larger group looking to stay together"

"We had a great long weekend together! The house was clean, large with plenty of room and seating, and fully stocked for all our needs. The property was quiet, secluded and beautiful. We enjoyed nature, the golf cart, paddleboarding and campfire. Southern Maryland is a favorite of ours; thank you for making our stay easy, comfortable and lovely!"

"We had a short stay while at a meeting nearby. Easy to check-in. Responsive host. Great area. We were close enough to the water to grab a coffee and enjoy the view before work!"

"We were in town for a 3-day show and eloped the first night of the show. We stayed at the house with family and friends. The house was clean and quiet. Parked right out front. If we have another show in Baltimore, we will definitely book again!"

"We enjoyed our stay, large rooms, beautiful and scenic view"

"My rugby team traveled down for a competition. Erin met us there walked us around the property and gave us great recommendations for food in the area. She was an amazing manager, always answering questions and getting us anything we needed. The property was beautiful and fit our entire team comfortably. The large slace and outdoor activity allowed for a lot of team building and we had a blast llaying pickle ball and basketball with each other. We wish we coukd have spent more time there."

"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"

"The cottage is fully stocked, clean, and cozy. We thoroughly enjoyed sitting on the deck and watching all the wildlife."