Short Term Rental Investment Properties for Sale in Chestertown, MD


192- 2 Bed
- 1 Bath
- 832 sft


345- 3 Bed
- 2 Bath
- 896 sft


121- 2 Bed
- 1 Bath
- 1160 sft


140- 3 Bed
- 1 Bath
- - sft


166- 3 Bed
- 1 Bath
- 732 sft



- 2 Bed
- 1 Bath
- 738 sft


139- 3 Bed
- 2 Bath
- 1396 sft


142- 3 Bed
- 1 Bath
- 1036 sft


173- 1 Bed
- 1 Bath
- 724 sft

-- 3 Bed
- 2 Bath
- 1200 sft



- - Bed
- 1 Bath
- 565 sft


174- 3 Bed
- 1 Bath
- 1396 sft


338- 1 Bed
- 1 Bath
- 692 sft


167- 4 Bed
- 3 Bath
- 4200 sft



- 3 Bed
- 2 Bath
- 1442 sft


67- 2 Bed
- 2 Bath
- 1248 sft


167- 3 Bed
- 1 Bath
- 1224 sft


141- 3 Bed
- 1 Bath
- 1056 sft


149- - Bed
- - Bath
- 1144 sft


164- 3 Bed
- 2 Bath
- 980 sft


173- 2 Bed
- 1 Bath
- 882 sft


130- 4 Bed
- 2 Bath
- 2208 sft


181- 1 Bed
- 1 Bath
- - sft


134- 8 Bed
- 3 Bath
- 3444 sft


146- 3 Bed
- 2 Bath
- 1100 sft



- 1 Bed
- 1 Bath
- 902 sft


171- 3 Bed
- 1 Bath
- 1644 sft
Why Invest in Chestertown, Maryland?
Investing in short-term rentals in Chestertown, MD offers a unique opportunity to capitalize on steady tourist influx and rising rental yields. This historic town boasts an average cap rate of 6.1% and a rental yield of 8.3%, making it attractive for investors seeking cash flow and appreciation. The average ROI stands at 7.2%, supported by a strong local economy and increasing average rents nearing $1,500 per month. Chestertown's renter-occupied rate is 48%, indicating a balanced market with growing demand for vacation and short-term rental properties.
Frequently Asked Questions
The average rental yield for short-term rentals in Chestertown is approximately 8.3%, reflecting strong demand and rental rates in this historic town.
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