Search Vacation Homes in Trappe

"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...

"We extremely enjoyed our stay. The house was beautiful, kitchen was well equipped and the view was spectacular, especially with the Eagles that have nested on the 32 acre property. However was disappointed in the fact that the fire places were not in working conditions and rooms should have been number. We enjoy kayaking up and down the bay and taking it all in. I would definitely stay again."

"Great place to recharge for a few days as a family! Beautiful and peaceful in the fall — though my kids are ready to come back and use the pool in warmer weather!!!"

"We were in town for a family wedding. The house was spotless, well-stocked and centrally located for our trip. We recommend the property and would come again!"

"This is our second time staying at this property and it is perfect. Great location, super clean, excellent communication with property owners. Looking forward to our next visit. A perfect home for a visit to the Cambridge area."

"Really enjoyed the house and weekend."

"My sisters and I (5 total) visited in early November. Kent Island Time was a perfect fit. We were impressed by the cleanliness, spacious rooms, and well-equipped common areas. The best feature was the waterfront location. Even in November, we were able to sit outside on the patio and enjoy a glass of wine as we watched the amazing sunset. We all agreed we would absolutely stay again in the future."

"Beautiful view!!! Lovely home!! We so thoroughly enjoyed our stay and hope that this is just one of many visits. Thank you!"

"We loved the proterty! House was set up with pleanty of room for 4 of us. It was clean and comfortable. Out back was very private. Would definitely stay here again. We had a blast!"

"This was a great spot to come and visit. The dock gave the ability to crab and fish whenever. The house and view of the water were amazing. The only downfall for us was the amount of jelly fish so we did not get in the water much. We did bring our boat and launched it right down the road. We are out at the local restaurants and the community was welcoming. We drove around and saw the Harriet Tubman Underground Railroad and visited Cambridge many times."

"This house and its serene surroundings are truly spectacular! All the comforts of home and the home is well loved. Secluded but close to center of Town. Only thing we missed is more queen size beds. Very clean and check in was so easy. Owner gave us tour of the house and some history of the area. Would definitely come back again!"

"My son and I stayed here for a week while we did repairs on our sailboat. The location couldn't have been more perfect, right by the boat yard. House is very spacious and well furnished and decorated. Definitely has that Oxford charm to it. The only caveat, and this has nothing to do with the home, is the fire station alarms went off a lot, usually really early in the morning and late at night and they are deafening. According to the landlords this is uncommon, though. I was so pleased with the...

"Fantastic house and property that exceeded our expectations. Perfect for a Thanksgiving holiday with extended family. Rooms were much bigger than they seemed in the photos and there was plenty of space for six adults, four kids and a dog. The property felt secluded and the views and the location, which was right on the bay, couldn't be beat."

"We had a great time. The pool was a big hit and all the common areas in the house gave us plenty of room to spread out. The game room was super, also. A few things that would make it even greater: about half a dozen cockroaches and other bugs were found in the house; lack of instruction manuals for appliances and sauna; exterior doors very difficult to lack; comforter in bedroom 1 smelled like dogs. Matt was very helpful and responsive to questions"

"Property is excellent. Spacious and clean and suitable for pups (fenced in backyard)! Pretty place with short walk to dock for sunset and Doc’s (food is good). Bed and bathroom comfy. Grocery delivery worked really well - needed to re-supply basic paper goods for family. Would stay here again! Had some difficulty with Amazon packages as rental does not have a USPS receptacle. Post Office would not deliver. Maybe they can address this. Communication with rental company easy and gracious!...

"This is a great property. It was comfortable, clean and spacious. The amenities of bikes and kayaks and a canoe made our stay very enjoyable. Close to downtown St. Michaels but on a quiet inlet. We really enjoyed our stay. Management company was readily available and highly responsive as well."

"My family and I enjoyed our stay at the Carpenter Alley Cottage in Saint Michaels! The location was perfect -- walking distance from everything! Appreciated that there was a ground floor bedroom for my parents so they didn't have to climb the stairs and my daughter loved having her own bunk bed room! I did have a few questions about the cottage and the check-in process and my inquiries were all met with a prompt response. Would love to stay here again! (One note though is that it is a smaller,...

"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."

"The Hudson House was perfect for our stay. My boys were in awe of the house. The owners have made it so cozy and have paid such close attention to details. There were snacks, amazing notes to help you navigate the house, and games to keep the kids busy. I highly recommend this to anyone looking to have a relaxing weekend right on the water. -Nicole M."