Book Holiday Homes in Taylors Island
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Taylors Island

The Blue Crab Beach House - Free beach passes

Waterfront Wildlife Retreat on the Patuxent River

Modern Waterfront House with Amazing views!

Sweet Bamboo Beach Cottage

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

The Lazy Crab Beach House - Free beach passes

Belle of the Chesapeake Bay

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Taylors Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Taylors Island vacation homes are the perfect way for you to wing it.
Holiday houses in Taylors Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Taylors Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Taylors Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Taylors Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Taylors Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Taylors Island Holiday Homes essential information
Accommodation | 250 Holiday Homes |
---|---|
Lowest Price | AU$170 |
Highest Price | AU$457 |
Popular accommodation | The Blue Crab Beach House - Free beach passes , Waterfront Wildlife Retreat on the Patuxent River , Modern Waterfront House with Amazing views!, Sweet Bamboo Beach Cottage, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, The Lazy Crab Beach House - Free beach passes , Belle of the Chesapeake Bay, Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak, Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC |
Top trending hotels in Taylors Island

Hyatt Regency Chesapeake Bay

Rod 'N' Reel Resort

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Solomons Inn Resort & Marina
More ways to explore Taylors Island
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.