Book Holiday Homes in Royal Oak
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 Royal Oak

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

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families

Beautiful 2-bedroom water view house in Annapolis
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 | 335 Holiday Homes |
|---|---|
Lowest Price | AU$183 |
Highest Price | AU$612 |
Popular accommodation | The Cozy Crab- Your Charming Haven in Lovely North Beach!, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock, The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!, Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space., Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families, Beautiful 2-bedroom water view house in Annapolis |
Top trending hotels in Royal Oak

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Hyatt Regency Chesapeake Bay

Rod 'N' Reel Resort

Hyatt Place Kent Narrows & Marina
More ways to explore Royal Oak
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
