TIlghman Island is part of the Chesapeake Bay in Maryland. Cute, quaint little town to visit perhaps as an offshoot of a trip to St. Michael's.

Search Vacation Homes in Tilghman

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Vacation Homes in Tilghman

"Great House "

"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "

$367 nightly

Oct 20 - Oct 21

Total with taxes and fees

"Wow, what a homerun of a vacation house - it had everything we needed and more. We had the best time and hope to be back soon."

"Very nice rental. Very clean and easy to access"

"Excellent property, great communication with the hosts. Quite and relaxing"

"This is a lovely historic home that is close to town. It's nicely decorated, has a screened deck out back, and makes for a comfortable stay."

Beach nearby, sun loungers, beach towels

"Great property and great time in Oyster Harbour!"

"Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. "

$422 nightly

Oct 6 - Oct 7

Total with taxes and fees

"Spacious and clean home! Great communication! Every amenity possible! Highly recommend!"

"We had a great stay! The property has everything we needed and host was easy to communicate with "

$240 nightly

Oct 6 - Oct 7

Total with taxes and fees

"Great place. Just a short drive to town with shops, restaurants, and boardwalk."

"Wonderful home in excellent location!!"

"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."

$370 nightly

Oct 2 - Oct 3

Total with taxes and fees

"Beautiful, well-maintained property in a gorgeous waterside setting. "

"Clean and nice place to stay"

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

$469 nightly

Oct 27 - Oct 28

Total with taxes and fees

"Convenient and great price. If you have you have younger children they will love the play area."

"We had a great time. The home was clean with beautiful views. Highly recommend."

"This home was a perfect retreat for my family. We were in town for a family wedding. The home offered all the comforts of home with beautiful views of the Bay. Thank you Alicia for being a wonderful host!"