Holiday Homes in Western Shore of Maryland

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Featured Holiday Homes in Western Shore of Maryland

"Fabulous week! Our family of 3 generations had a blast and appreciated the outstanding accommodations. House and outdoor areas are beautiful and well-maintained. Excellent location close to amenities and just minutes from Annapolis. Everything was great!"

"We stayed here for 2 nights. Place was as noted on VRBO site. It was clean and we slept well in the king bed. Just a suggestion to note on this property that the parking is street parking on your own. Also, not sure VRBO has this as a selection but to note if a place is ADA. The stairs in this place were a bit challenging for us. Others may not be so lucky. We managed but next time I will ask about this before booking. "

"Fun family stay"

includes taxes & fees

14 Sept - 15 Sept

"Had an amazing stay "

"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "

"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"

"very comfortable home, extra plus with an xbox included!"

"Great neighborhood! Lots to walk to, friendly people everywhere!"

"Great location, beautifully kept, deck and parking. This is THE spot in federal he’ll!"

includes taxes & fees

29 Sept - 30 Sept

"It was great!"

"We had a pleasant stay with my family in MD, very homely and spacious, we had an incidence with the bathroom door locking behind my wife, but the owner responded promptly and helped open the door. Only negative thing is house is next to a main highway, so there was so much noise with the cars passing by day and night. Otherwise, it was clean and owner hospitable."

"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"

includes taxes & fees

15 Sept - 16 Sept

"Great location for our team to stay during Annapolis sail show. "

"We had such an amazing stay!! House was beautiful and had everything we needed. View of the water was absolutely incredible and greatly enhanced our time there. Also, such a short walk to the beach! Kevin was an amazing host! He was very responsive and accommodating!! Highly recommend this house for a relaxing getaway!"

"Perfect!! We enjoyed staying there and hope to come back next year. Thank you"

"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"

includes taxes & fees

16 Sept - 17 Sept