A stone church with a pointed steeple and arched windows.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Top Cities in Talbot County

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

St. Michaels

St. Michaels

Our top choices for Talbot County villas

A modern house with a stone facade, a large garage, and a spacious driveway.

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

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Rock Hall
9.8 out of 10, Exceptional, (52 reviews)
"Perfect place for a large family gathering. The property manager was very responsive to our requests."
United States
Biz C.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
A wooden deck with outdoor furniture, a view of a marina, and a house with teal doors.

2. Harbor Light-Back Creek Villa Open Deck

Harbor Light-Back Creek Villa Open Deck
Solomons
10.0 out of 10, Exceptional, (2 reviews)
"We fell in love with the cozy apartment, perfect amenities. We will definitely come back."
United States
Victoria G.
Harbor Light-Back Creek Villa Open Deck
A two-story house with a covered porch and a landscaped garden with trimmed bushes and a paved walkway.

3. Private Peninsula Estate, Pool Houses, Crab Shack

Private Peninsula Estate, Pool Houses, Crab Shack
Neavitt
10.0 out of 10, Exceptional, (82 reviews)
"Nice property right on the water with a convenient kayak lift. The pool area is great with beautiful views. Unfortunately, the pool pump was broken and very loud the first half of our stay but was replaced midweek. Make sure you don’t go over the 12 person max as they have cameras outside and will be counting."
United States
Ricky H.
Private Peninsula Estate, Pool Houses, Crab Shack
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Talbot County Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"This was an amazing stay even though it was only for one night. The staff were wonderful, room was clean and comfortable and amenities were lovely. Breakfast wasn’t that great, because I am not a fan of liquid eggs and they didn’t taste great, but I was able to eat the amazing waffle and sausages. Also, the coffee was quality compared to other hotel coffee I have experienced!!! Would love to stay there again!"
Pamella 1-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

Find out more about Talbot County

Talbot County Villas information

Number of reviews
84
Accommodation
4 Villas
Lowest Price
Highest Price

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