Top Country Houses in Dorchester County in 2026

A lighthouse on a pier with a red roof and white walls, surrounded by calm water.

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Our top choices for Dorchester County country houses

1. Home of the Terrapin King

Crisfield

Jamie B.

2. Modern Farmhouse: 12.5 Acres & 2 Fire Pits

Lothian

3. Multi-home Waterfront Eastern Shore Retreat with 80+ acres to yourself

Cambridge

Anonymous traveler

4. Historic Farmhouse 30 minutes to DC / Annapolis. 4BR Large and Inviting, Zipline

Dunkirk

Lisa S.

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Top Dorchester County Hotel Reviews

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

8/10 Good

"It was nice!"

St Michaels Inn

8/10 Good

"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"

Holiday Inn Express Cambridge by IHG

8/10 Good

"My room was very clean and spacious. 1st floor room was a bit noisy. The blow dryer was sticky and felt pretty gross. I did mention this to front desk staff, so hopefully they will be cleaning those in a more regular basis. Comfortable bed, nice breakfast and lived that freshly brewed coffee is available at all times in the lobby. Staff was friendly and helpful. Would stay here again. Very convenient location on main highway and a short drive to downtown Cambridge."

Private 2 Acre Waterfront Family Retreat with Pool & Pier

10/10 Excellent

"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature for our family. Everything is a bit worn and I think a deep cleaning would be helpful, (especially the high up areas where dust accumulates) but we will stay here again!"

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dorchester County country houses

1. Home of the Terrapin King

2. Modern Farmhouse: 12.5 Acres & 2 Fire Pits

3. Multi-home Waterfront Eastern Shore Retreat with 80+ acres to yourself

4. Historic Farmhouse 30 minutes to DC / Annapolis. 4BR Large and Inviting, Zipline

Top Dorchester County Hotel Reviews

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Days Inn & Suites by Wyndham Seaford

Courtyard by Marriott Salisbury

avid hotel California - Lexington Park by IHG

Rod 'N' Reel Resort

St Michaels Inn

Holiday Inn Express Cambridge by IHG

Best Western Salisbury Plaza

Private 2 Acre Waterfront Family Retreat with Pool & Pier

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