Vacation Homes in Taylors Island
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Featured Vacation Homes in Taylors Island

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

Discover tranquility near Calvert Cliffs

Belle of the Chesapeake Bay

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Shewell's A-Frame on Mill Creek

6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access

Private Chesapeake Bay Beach community…love to feel the sand between your toes?

Cottage with Private Water Access | Pet-Friendly | Near St. Michaels

A breathtaking secluded luxury waterfront cottage, complete with a private pier.

Walk to Beach! King Bed & Free Beach Passes
Top trending hotels in Taylors Island

avid hotel California - Lexington Park by IHG
Vacation Rentals in Taylors Island
What kind of vacation do you want in Taylors Island? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Taylors Island that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Taylors Island, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Taylors Island Vacation Homes essential information
Accommodation | 254 Vacation Homes |
|---|---|
Lowest Price | CA $121 |
Highest Price | CA $596 |
Popular accommodation | Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6, Discover tranquility near Calvert Cliffs , Belle of the Chesapeake Bay, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Shewell's A-Frame on Mill Creek, 6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access, Private Chesapeake Bay Beach community…love to feel the sand between your toes?, Cottage with Private Water Access | Pet-Friendly | Near St. Michaels, A breathtaking secluded luxury waterfront cottage, complete with a private pier., Walk to Beach! King Bed & Free Beach Passes |





