Skip to main content
MENU
Toggle navigation
Guest Login
Owner Login
My Favorites
410.770.9093
List Your Property
410.770.9093
List Your Property
Home
Vacation Rentals
All Properties
Search by Community
Search by Type
Need Flexible Dates?
Current Promotions
Current Specials
Last Minute Deals
Plan Your Trip
Frequently Asked Questions
Rental Terms & Conditions
ESVR Rules & Regulations
CSA Travel Protection
Talbot County Short Term Rentals
Area Guide
Things to Do
Local Events
List Your Property
Vacation Rental Management Services
Owner’s Login
Apply Now
About
About Us
Contact Us
Meet Our Team
Blog
Loading...
Loading...
Guests
2+
4+
6+
Property (Optional)
22 Fleet Street
Acorn Point
At Tricefields Court
Bay Water Cottage
Bayberry Cove
Belle Aire Landing
Ben Oaks Drive
Blue Gates
Broadwater View
Bushey Heath Farm
Captain's Cove
Carpenter Alley Cottage
Caulk's Cove
Cedar Cove on the Miles
Chesapeake Pines
Clearview
Crabber's Cove
Creek Cottage
Duck Cove
East Street Easy Walk
Emily's Lane
Escape Farm
Fairview
Graceful View
Heron Point
Holland Point Preserve
Hudson Manor
Indian Fields
Judith's Garden
Lee Haven
Loblolly Cove
Mallard Point Cottage
McKendree Street Mainland
Memory Lane
Mill Creek
Nantucket on the Chesapeake
Osprey Point
Oxford Beach Cottage
Oxford Oasis
PennyWhistle
Pines at Barrett Cove
Pines at Irish Creek
Pride and Joy
Retreat on Grace Creek
Simplicity Cottage
Sunflower Cottage
Sunrise Cove
Swan's Rest
Sycamore Acres
The Bay House on Easy Lane
The Landing
The Water House
Thornton
Tidal Serenity
Town and Country
Waverly
Willoughby
More Options
Amenities & Options
Boat Slip/dock = Yes
Hot Tub / Jacuzzi = Yes
Pets Allowed = Yes
Pool Type = Private Outdoor Pool
Bedrooms
Bedrooms
1+
2+
3+
4+
5+
6+
7+
Areas
Areas
Area = Annapolis
Area = Cambridge
Area = Centreville
Area = Chestertown
Area = Easton
Area = Oxford
Area = St. Michaels
Area = Tilghman Island
Location / View
Location / View
Location = Waterfront
St. Michaels
Search Properties
Cambridge
Search Properties
Oxford
Search Properties
Chestertown
Search Properties
Tilghman Island
Search Properties
Annapolis
Search Properties
Centreville
Search Properties
