Book Holiday Homes in Taylors Island
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Featured Holiday Homes in Taylors Island

The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Blue Crab Beach House - Free beach passes

4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

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

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Walk to Beach! King Bed & Free Beach Passes

"Endless Summer" Waterfront on the Chesapeake Bay!
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 | 237 Holiday Homes |
|---|---|
Lowest Price | NZ$169 |
Highest Price | NZ$523 |
Popular accommodation | The Cozy Crab- Your Charming Haven in Lovely North Beach!, The Blue Crab Beach House - Free beach passes , 4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, Walk to Beach! King Bed & Free Beach Passes, "Endless Summer" Waterfront on the Chesapeake Bay! |
Top trending hotels in Taylors Island

Rod 'N' Reel Resort

Hyatt Regency Chesapeake Bay

avid hotel California - Lexington Park by IHG

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
More ways to explore Taylors Island
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^Subject to availability and chosen travel dates.
