Talbot County Villas

A stone church with a pointed steeple and arched windows.

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Top Cities in Talbot County

A waterfront street lined with trees and a white building with a balcony.

Our top choices for Talbot County villas

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Rock Hall

Adam H.

Breathtaking Waterfront Estate

Neavitt

suzanne S.

Blake House Historic Estate with Private Inn

Centreville

Jeannie M.

Back Creek Villa Open Deck Solomons Island Maryland

Solomons

Victoria G.

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Top Talbot County Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Hello, my stay was wonderful. The service was excellent, the room was cleaned every day, and the staff's attentiveness was outstanding. Everything was great—100% recommended. Thank you."

Historic Inns of Annapolis

8/10 Good

"The Inn is actually 3 different properties. The check in process and waiting for shuttle to offsite properties is not convenient especially in the rain. The staff is not very friendly. They don't offer early check in or late check out. That being said, the properties are super convenient and well maintained for being older."

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"This hotel is the best I’ve ever been to. The most extraordinary thing about this hotel is the staff. I would especially like to commend Antoine, Shuttle Driver and Amari at the front desk for going above and beyond their duties to help me during my stay! They are remrkably kind and considerate and I feel grateful to them for their courtesy and kindness! Of most remarkable note is that Amari went out of her way to help me with my reservation and when I offered to tip Antoine for his driver service, he refused to take it, stating that helping me was his pleasure! I was treated like family by everyone from the front desk, the restaurant and pool staff! I thoroughly enjoyed my stay and hope to return soon! I have written a detailed letter to management and hope that a copy of would be placed in their personnel file! These staff members are a true credit to the Hilton group of hotels!"

Sandaway Suites & Beach

10/10 Excellent

"We found this place completely by accident on a cross country road trip, scrolling through Expedia looking for somewhere to spend one night. But this place is a treasure! The location is perfect. Right on the Chesapeake Bay, it has its own private beach, a sprawling lawn dotted with Adirondack chairs, and some of the most peaceful views I’ve ever experienced. The bay was serene. But also, lively? There was a children’s sailing camp out on the water for goodness sake. The lifestyle this little town has was mesmerizing to watch. Like we’d stepped into the Truman Show in the best possible way. The hospitality is 5⭐️. Ben was amazing! We were given a complimentary room upgrade, too (chandelier room). Our favorite parts: the clawfoot tub, a private screened porch overlooking the water, the sweetest welcome gift that included this little oyster shell trinket made by a local artist that I absolutely adore. The stay also included fresh coffee and pastries quietly delivered to your door each morning. Binoculars left for birdwatching on the bay. A dehumidifier in the room. Kayaks, paddleboards, bikes, beach chairs… every time we turned around we discovered another thoughtful touch. If you’re looking for a sleek, modern luxury hotel, this isn’t it… but that’s exactly why it’s so special. Every little imperfection tells a story. It feels authentic, cozy, and wonderfully preserved."

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