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Showing available listings and rates in USD between 4/16/2026 and 4/19/2026. Click on the listing you want to book.

12 guests

8 bedrooms

11 baths

CHESAPEAKE MANSION-HEATED POOL/12,000 SQFT/30ACRES
USD 4,006.79 total

12 guests

6 bedrooms

5.5 baths

RANCH AT ROYAL OAK- Exclusive waterfront pool pier
USD 3,535.79 total

8 guests

5 bedrooms

3 baths

Heated Pool - True St. Michaels 6 Acre Waterfront
USD 3,064.79 total

10 guests

5 bedrooms

4 baths

Punch Point boasts a sandy beach w/ pool and pier
USD 3,164.79 total

Showing available listings between 4/16/2026 and 4/19/2026 in USD.

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Tremezzo Stay

Tremezzo Stay

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