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Featured Cottages in Royal Oak

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

North Beach Cottage - Walk to Chesapeake Bay

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Family and Pet-Friendly, Waterfront with Pier

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Waterfront, cozy cottage with private pool on 27 acres

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Private waterfront cottage with pool on Church Creek

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Top trending hotels in Royal Oak

Hyatt Place Kent Narrows & Marina
Royal Oak Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Royal Oak that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Royal Oak is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Royal Oak Cottages essential information
Accommodation | 68 Cottages |
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Popular accommodation | Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, North Beach Cottage - Walk to Chesapeake Bay, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Family and Pet-Friendly, Waterfront with Pier, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Waterfront, cozy cottage with private pool on 27 acres , "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Private waterfront cottage with pool on Church Creek, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Chesapeake Cottage |