Top Villas in Talbot County in 2026

A stone church with a pointed steeple and arched windows.

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Our top choices for Talbot County villas

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

Rock Hall

Adam H.

2. Blake House Historic Estate with Private Inn

Centreville

Jeannie M.

3. Harbor Light-Back Creek Villa Open Deck

Solomons

Victoria G.

4. Breathtaking Waterfront Estate

Neavitt

suzanne S.

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Top Talbot County Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"Really a great experience. The location was amazing the vibe of the hotel was fantastic."

Hyatt Regency Chesapeake Bay

8/10 Good

"We loved the location and environment! There was plenty to do for the whole family. The only downer was that it was we could not get to the indoor pool from inside. We have a young infant and the only indoor elevator to the indoor pool was out of order. So we could not watch the indoor movie or use the pool because it was raining outside and we had no way to get to it with our stroller. The staff was fantastic all around though. Even when we were not a fan of the buffet food they were so kind and accommodating. The poolside staff was the best and they had great food.. We would definitely return and recommend to others!"

The Wildset

10/10 Excellent

"My stay at The Wildset was nothing short of exceptional. From the moment we got there, we could tell that the property was kept in the cleanest and enjoyable form possible. The staff was very helpful and respectful. The ladies working the front desk are awesome. When you get into your room, the welcome kit and amenities are a nice addition to make your stay more comfortable and convenient. I would highly recommend The Wildset to anyone looking to stay in St. Michael's."

Graduate by Hilton Annapolis

10/10 Excellent

"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"

The Tidewater Inn

10/10 Excellent

"This is a lovely hotel in the heart of Easton. The location was perfect for walking to all the shops and restaurants. We were able to lock up our bikes in one of the two racks we saw on the property. I was even offered the use of a shed if I was worried about leaving them outside, which I wasn't. The room was clean, bed was comfortable, bathroom spacious with a beautiful shower, and amenities were all good. We chose to stay on a Saturday night since there is live outdoor music In Easton throughout the summer, and it is right outside the Tidewater. It was a perfect evening all the way around."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Talbot County villas

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

2. Blake House Historic Estate with Private Inn

3. Harbor Light-Back Creek Villa Open Deck

4. Breathtaking Waterfront Estate

Find vacation rentals that suit your style

Top Talbot County Hotel Reviews

Historic Inns of Annapolis

Rod 'N' Reel Resort

Hyatt Regency Chesapeake Bay

Country Inn & Suites by Radisson, Annapolis, MD

The Wildset

Graduate by Hilton Annapolis

Crowne Plaza Annapolis by IHG

Sandaway Suites & Beach

The Tidewater Inn

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