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.

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Vacation Homes in Tilghman

Our top choices for Tilghman vacation homes

"Loved the location and the pristine condition of the house. "

"The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location."

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

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

AED 1,339 total

includes taxes & fees

3 Sep - 4 Sep

"Host was very helpful and accommodating. Place was adorable with beautiful views, just as depicted. Had everything we needed and more! "

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

AED 1,770 total

includes taxes & fees

14 Sep - 15 Sep

"I cannot say enough about this property. Home was so spacious, views were wonderful, kitchen was very well stocked and just minutes to town. Highly recommend renting this home."

"The host was amazing. The property was as described and was perfect for our group. "

"Beautiful views and a lush backyard. Jacob was excellent with communication. The house was clean and had all amenities needed for a wonderful stay. Please note there are a lot of stairs in the house as well as get to the dock. It was a good workout for us!"

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

"Cute little cottage with great views and very comfortable for a small family. "

"Our stay was very comfortable here. The kitchen was well stocked for cooking, the beds were comfortable, plenty of towels, and very clean. We would definitely stay here again."

"Great and comfortable stay! Beautiful historic house and property Owners were so friendly and helpful"

"We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we...