Vacation Rentals

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Accommodation Amenities:
Results Found: 7 View On Map new search
Captain's Watch Vacation Cottage
Waterfront cozy 2 bedroom cottage, screened porch, full kitchen, hot tub, kayak launch, all amenities in the quaint fishing village of Tilghman Island. Free WiFi, gas grill, fish and crab off the doc
21606 Chicken Point Road
Tilghman, MD 21671
Accepts less than full week's stay Hot Tub/Whirlpool Major Credit Cards Pets Allowed in Lodging Family-friendly WiFi
Chesapeake Bay Real Estate -Plus LLC-
Chesapeake Bay Real Estate Plus - Dawn Lednum Owner/Broker. The Biggest, Little Office in St. Michaels! We ARE your local realtors. Let us show you what's for sale! You're Going to Love It Here!
108 N. Talbot Street
St Michaels, MD 21663
Eastern Shore Vacation Rentals
Largest selection of vacation homes in St. Michaels and surrounding areas. Weekly and Weekend vacations, year round. Waterfront homes, private pools and docks, cottages and pet friendly homes.
211 N Talbot St
St Michaels, MD 21663
Accepts less than full week's stay Boat/Motors Rental Handicap Accessible Hot Tub/Whirlpool Laundry Facilities Major Credit Cards Outdoor Pool Pets Allowed in Lodging
Grandview Cottages
Charming cottages and 4 bedroom main house on Broad Creek about 5 miles from town. In-ground pool and waterfront access for crabbing with 14' rowboats for guest use. Available all year.
6601 Bozman-Neavitt Road
Bozman, MD 21612
Overlook on Dun's Cove
A custom-built luxury waterfront vacation home in an exceptionally private wooded setting with glorious views and deepwater pier. Top-to-bottom renovation completed in 2016.
Tilghman Island Realty, Inc. (Booking Agent)
6094 Tilghman Island Road
Tilghman, MD 21671
Accepts less than full week's stay Laundry Facilities Family-friendly WiFi
Tidewater Vacations - Waterfront Rental Homes
Our inventory of vacation homes is on a par with the luxury and comfort offered in the Hamptons. All our exclusive, prestigious waterfront homes have private pools, docks, and some have tennis courts.
300 North Talbot Street
St Michaels, MD 21663
Boat/Motors Rental Hot Tub/Whirlpool Outdoor Pool Pets Allowed in Lodging Tennis Family-friendly WiFi Bikes
Tilghman Island Marina & Rentals
Rent WaveRunners/Jet-Skis, Power Boats, Sailboats, Kayaks, Stand-up Paddleboards, Bikes, Fish/Crabbing Gear. Kayak our scenic nature trails. Free training/certification. Just minutes from St. Michaels
6140 Mariners Court
Tilghman, MD 21671

Printed courtesy of – Contact the St. Michaels Maryland Business Association for more information.
PO Box 1221, St. Michaels, MD 21663 – (410) 745-0411 –