Book Holiday Homes in Royal Oak
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Featured Holiday Homes in Royal Oak

The Blue Crab Beach House - Free beach passes

Dollhouse in Central Historic St Michaels

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Adorable waterside cottage with pool Beach community

Beach Home with King Bed and Beach Passes in a Cute Town

Rising Sun Bay View Cottage

Private Cottage on gated estate

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Royal Oak 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 Royal Oak vacation homes are the perfect way for you to wing it.
Holiday houses in Royal Oak 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 Royal Oak 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 Royal Oak adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Royal Oak 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 Royal Oak 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.
Royal Oak Holiday Homes essential information
Accommodation | 373 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | The Blue Crab Beach House - Free beach passes , Dollhouse in Central Historic St Michaels, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Adorable waterside cottage with pool Beach community, Beach Home with King Bed and Beach Passes in a Cute Town, Rising Sun Bay View Cottage, Private Cottage on gated estate, Spacious Trappe Getaway w/ Outdoor Pool & Gazebo! |
Top trending hotels in Royal Oak

Hyatt Regency Chesapeake Bay

Hyatt Place Kent Narrows & Marina

St Michaels Inn

Best Western Plus Easton Inn & Suites
More ways to explore Royal Oak
Top picks
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^Subject to availability and chosen travel dates.