Book Holiday Homes in Royal Oak

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Featured Holiday Homes in Royal Oak

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

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

North Beach
Stay at this vacation home in Owings. Enjoy a garden, patios, and air conditioning. Popular attractions Bayside History Museum and Chesapeake Beach Water Park ...
Opens in a new windowThe Cozy Crab- Your Charming Haven in Lovely North Beach!
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
The price is NZ$664 per night from 3 Nov to 4 Nov
NZ$664
3 Nov - 4 Nov
includes taxes & fees
Stay at this vacation home in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Choptank River Lighthouse and Long Wharf Park ...
Opens in a new windowCozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
Stay at this vacation home in Anne Arundel County. Enjoy free WiFi, private pools, and a sauna. Popular attractions Upper Yough River and Bayside History Museum ...
Opens in a new windowSpacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay

Deale
Book a stay at this family-friendly vacation home in Deale. Enjoy free WiFi, a water park, and a garden. Popular attractions Upper Yough River and Franklin Point ...
Opens in a new windowMillion Dollar View of the Chesapeake Bay
Walk to Everything House

Walk to Everything House

Saint Michaels
Stay at this vacation home in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Clint S. Bradley Park are located ...
Opens in a new windowWalk to Everything House
Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
The price is NZ$510 per night from 17 Nov to 18 Nov
NZ$510
17 Nov - 18 Nov
includes taxes & fees
Stay at this vacation home in Stevensville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Romancoke Wharf County Park and Bodkin Island ...
Opens in a new windowRelax on Kent Island in 3 Bedroom Home w/Waterview
Private Waterfront Woods | Dock, Kayaks, Views

Private Waterfront Woods | Dock, Kayaks, Views

Annapolis
Stay at this vacation home in Annapolis. Enjoy free WiFi, a private beach, and a garden. Popular attractions Annapolis Golf Club and Bay Ridge Beach are located ...
Opens in a new windowPrivate Waterfront Woods | Dock, Kayaks, Views
Waterfront- 5-bedroom house with dock in charming North Beach

Waterfront- 5-bedroom house with dock in charming North Beach

2 out of 5
North Beach
Stay at this vacation home in North Beach. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bayside History Museum and Chesapeake Beach ...
Opens in a new windowWaterfront- 5-bedroom house with dock in charming North Beach
Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach
Stay at this vacation home in North Beach. Enjoy a beach locale, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach ...
Opens in a new windowSweet Bamboo Beach Cottage
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
345 Holiday Homes
Lowest Price
NZ$192
Highest Price
NZ$664
Popular accommodation
The Cozy Crab- Your Charming Haven in Lovely North Beach!, Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Million Dollar View of the Chesapeake Bay, Walk to Everything House, Relax on Kent Island in 3 Bedroom Home w/Waterview, Private Waterfront Woods | Dock, Kayaks, Views, Waterfront- 5-bedroom house with dock in charming North Beach, Sweet Bamboo Beach Cottage

Top trending hotels in Royal Oak

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

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

Royal Oak
Book a stay at this family-friendly vacation home in Royal Oak. Enjoy free WiFi, private pools, and a garden. Popular attractions Royston Island and Neavitt ...
Opens in a new windowLuxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 6 Nov to 7 Nov
NZ$260
6 Nov - 7 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Opens in a new windowHyatt Place Kent Narrows & Marina
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is NZ$192 per night from 6 Nov to 7 Nov
NZ$192
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowSt Michaels Inn
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NZ$347 per night from 3 Nov to 4 Nov
NZ$347
3 Nov - 4 Nov
includes taxes & fees
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowHyatt Regency Chesapeake Bay
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See all available properties in Royal Oak
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.