Vacation rentals in Royal Oak

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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.
Nov 20 – 27
$177 per night
4.98 out of 5 average rating, 417 reviews
Guest favorite
Guest suite in Saint Michaels
Charming Studio in the heart of St. Michael's, MD.
Welcome to Lucky Ducks Studio! Enjoy a fully renovated furnished studio in the heart of St. Michael's, MD. Located on Talbot Street in the historic 1850’s McMillian House, the 2nd floor studio offers couples a cozy "British" style experience that sleeps 4 (queen size bed & sofa that transitions to queen), a full bath with a claw tub and a gorgeous industrial style kitchen. Your steps away from the Miles River, shopping, museums, restaurants, breweries and wineries. Free WIFI and YouTube TV.
Aug 2 – 9
$352 per night
4.91 out of 5 average rating, 123 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 20 – 27
$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
Jun 11 – 18
$73 per night
4.89 out of 5 average rating, 491 reviews
Guest favorite
Farm stay in Madison
Madison Nature Getaway
Jun 30 – Jul 7
$108 per night
4.98 out of 5 average rating, 159 reviews
Guest favorite
Home in Saint Michaels
Miles Aweigh
Oct 19 – 26
$391 per night
4.97 out of 5 average rating, 238 reviews
Guest favorite
Home in Cambridge
Guest House: Farm homestead
Aug 12 – 19
$109 per night
4.92 out of 5 average rating, 176 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 25 – Sep 1
$122 per night
4.99 out of 5 average rating, 81 reviews
Guest favorite
Home in Easton
Eastern Shore Cape Cod Getaway
Feb 4 – 11
$333 per night
4.89 out of 5 average rating, 94 reviews
Guest favorite
Home in Oxford
Stewart Ave Retreat
Dec 11 – 18
$261 per night
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Newcomb
Saint Michaels Waterfront Home
Oct 21 – 28
$917 per night
5.0 out of 5 average rating, 27 reviews
Guest favorite
Home in Easton
Eastern Shore Retreat!
Sep 4 – 11
$400 per night
5.0 out of 5 average rating, 17 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 Oxford
Stunning Chesapeake waterfront home
Dec 5 – 12
$489 per night
5.0 out of 5 average rating, 38 reviews

Destinations to explore

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