Holiday Rentals in Dorchester County

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Top Cities in Dorchester County

Featured Holiday Rentals in Dorchester County

"This is a small, sweet, comfortable cottage, and was just perfect for our brief getaway from the hurly-burly. The house is very well equipped, especially the kitchen, so cooking the local seafood was easy. The decor (loved the faux fireplace) was charming and welcoming, down to the live Poinsettia plant on the table when we got there. "

"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."

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

includes taxes & fees

24 Jun - 25 Jun

"Our stay was great and Rob and Clarissa were very welcoming!"

"House was loaded with activities for all ages. So much to do and see. Host was outstanding! Friendly and extremely accommodating."

"The owner was incredibly responsive and helpful, promptly answering all our questions before our stay. The location is serene and beautiful, offering a peaceful getaway. The provided kayaks were a fantastic amenity, and we enjoyed being out on the water every day. The big backyard was perfect for the kids to play, making it an even more enjoyable experience for the whole family."

"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "

"This was our 2nd time at the house and it was just as relaxing as we hoped. Nice, quiet location and beautiful home!"

"The property was well- maintained and the kitchen was well-equipped for our needs. Short walk to North Beach for dining and Boardwalk strolls. Nice and toasty for our winter stay - really enjoyed the trip."

"We enjoyed our stay. The host was very responsive to our needs and I appreciate her flexible schedule"

includes taxes & fees

15 Jun - 16 Jun

"A clean, comfortable getaway house, walking distance to St. Michaels and marinas, and well appointed."

"Property was as expected. Enjoyed the quiet area - relaxing visit !"

"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."

"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."

includes taxes & fees

15 Jun - 16 Jun

"A few local spots to eat were great in the morning especially the Tighlman Market! Market has all you need to stock up with groceries and is just 2 minutes from the house."

"Wonderful stay with attentive host."

"Awesome home wnd location! Would stay again!"

"Wonderful property in a beautiful setting. We had a lovely weekend with family. Would highly recommend the property!"

"Very clean, great location"

Save an average of 15% on thousands of hotels when you're signed in

Find out more about Dorchester County

Holiday Homes in Dorchester County

Search for holiday homes in Dorchester County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Dorchester County using one of the methods below:

View our selection of featured holiday homes in Dorchester County
Use the map to find apartments and other holiday rentals in the Dorchester County neighbourhood you prefer
Enter your travel dates to view the best deals on holiday homes in Dorchester County while they last

Look no further and take a look at our great range of rental properties in Dorchester County!

Recent reviews in Dorchester County

5/5 Excellent

"Loved the property, Lindsay at front desk was awesome and was impressed that after a long drive that Dennys was right there to get something to eat. Plenty of parking, property was clean. Plan on using it again when I travel home."

A verified traveller stayed at Wingate by Wyndham Salisbury

Posted 2 days ago