Vacation rentals in Royal Oak

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Royal Oak

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Saint Michaels
St. Michaels-Historic Dist. Margaret Wells House
The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.
Aug 29 – Sep 5
$248 per night
4.98 out of 5 average rating, 417 reviews
Guest favorite
Farm stay in Madison
Madison Nature Getaway
We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.
Sep 12 – 19
$108 per night
4.98 out of 5 average rating, 159 reviews
Guest favorite
Home in Oxford
The Oxford House
Enjoy water views from the backyard or visit with friends on the screened in porch. The light and airy, 3bd, 2bath house is a short walk to Oxford’s best restaurants and favorite ice-cream shop. You can find the best beach in oxford only 75 yards from our front door or take the Ferry to the neighboring town of Saint Michaels, Maryland. You will love the scenic views and historical charm of this little town, the Oxford house has a central location allowing you to walk or bike to everything.
Nov 21 – 28
$255 per night
4.97 out of 5 average rating, 183 reviews

Popular amenities for Royal Oak vacation rentals

Other great vacation rentals in Royal Oak

Superhost
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
Aug 29 – Sep 5
$77 per night
4.89 out of 5 average rating, 491 reviews
Guest favorite
Guest suite in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
Apr 21 – 28
$315 per night
4.91 out of 5 average rating, 123 reviews
Superhost
Home in Easton
The Farm House at Hunting Creek - Pets $50 a night
Oct 21 – 28
$395 per night
4.84 out of 5 average rating, 123 reviews
Guest favorite
Guest suite in Cambridge
Oakley Suite
Apr 27 – May 4
$108 per night
4.95 out of 5 average rating, 264 reviews
Guest favorite
Apartment in Church Creek
Church Creek Natures' Rest
Feb 8 – 15
$115 per night
4.97 out of 5 average rating, 368 reviews
Guest favorite
Home in Saint Michaels
Historic Berkeley Hall in the heart of town
Jan 1 – 8
$288 per night
4.93 out of 5 average rating, 131 reviews
Guest favorite
Guesthouse in Grasonville
Eastern Shore Charm on Winchester Creek
May 31 – Jun 7
$116 per night
4.9 out of 5 average rating, 202 reviews
Guest favorite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub & Firepit
Dec 10 – 17
$333 per night
5.0 out of 5 average rating, 83 reviews
Guest favorite
Guesthouse in Oxford
The Nichols House Cottage
Aug 19 – 26
$122 per night
4.99 out of 5 average rating, 81 reviews
Guest favorite
Guesthouse in Cambridge
Camelot Cottage
May 29 – Jun 5
$77 per night
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Royal Oak
Poplar Lane: the heart of the Eastern Shore
Apr 29 – May 6
$238 per night
4.79 out of 5 average rating, 14 reviews
Guest favorite
Home in Easton
Eastern Shore Retreat!
May 26 – Jun 2
$371 per night
5.0 out of 5 average rating, 17 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Talbot County
  5. Royal Oak