Search Charlestown Cottage Rentals from CA $239

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Our top choices for Charlestown cottages

"Very nice cottage, as advertised"

CA $289 total

includes taxes & fees

Sep 4 - Sep 5

"Can’t say enough about how nice this place is. We had quick friendly responses from owners. Very clean and the water front view was excellent. Highly recommended "

"Lovely cottage, well-equipped, immaculately clean. "

"Great location right on the water. Great for fishing or just sitting and relaxing. The house is in a quiet secluded area but only 10 minutes from Chesapeake Bay. Pool was an awesome extra. My son enjoyed it. The home was clean and plenty of space. "

"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"

"Such a charming property and town. We loved everything about it!"

"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"

CA $354 total

includes taxes & fees

Sep 23 - Sep 24

"Check in was a breeze. Place was clean. Simply beautiful. Most relaxing place ever. "

"Fantastic location "

"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."

CA $656 total

includes taxes & fees

Sep 4 - Sep 5

"This was a perfect spot for a quick getaway for my husband and I! The house is lovely with plenty of charm, a well-appointed kitchen and comfortable furniture. The yard is lovely and it’s just a short walk to the private beach to bird watch or just take a stroll. Would highly recommend!"

"This adorable cottage provided the perfect atmosphere for a week long getaway. The kitchen was immaculate and the center island quickly became our favorite place to sip our morning coffee. The bathroom was roomy with a beautiful shower and a large washer and dryer.The host was gracious and left cookies and candy as well as beautiful flowers upon our arrival. If our family is ever visiting the area again, we will definitely stay here!"

"The home was beautiful and well kept. Essential kitchen items are included along with sheets and towels. The host was a super reliable. Communication was wonderful. The host had toiletries and some stocked snacks for the guests. There were corn hole boards and ladder ball for guests to use. The home is about a block to the river where fishing is a must. There is also a public beach within walking distance. "