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Featured Cottages in Eastern Maryland

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Frontier Town Campground

Frontier Town Campground

2.0 out of 5.0 8428 Stephen Decatur Highway, Berlin, MD
A restaurant and a seasonal outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.
 
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Adorable, Waterfront Beach Cottage w/ bay View, Full Kitchen, & Free Wifi!

Adorable, Waterfront Beach Cottage w/ bay View, Full Kitchen, & Free Wifi!

Ocean City, MD
Located in Midtown Ocean City, this cottage is within 1 mi (2 km) of Assawoman Bay and Ocean City Beach. Maryland Beach and Roland E. Powell Convention Center are also within 3 mi (5 km).
 
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St. Michael's Waterfront Vacation Cottage

St. Michael's Waterfront Vacation Cottage

Easton, MD
Situated in Easton, this cottage is within 6 mi (10 km) of St. Michaels Winery, St. Michaels Museum, and Chesapeake Bay Maritime Museum. Oxford Museum and Historical Society of Talbot County are also within 9 mi (15 km).
 
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Dog-friendly, Beach Cottage w/ Updated Kitchen and Outdoor Shower

Dog-friendly, Beach Cottage w/ Updated Kitchen and Outdoor Shower

Ocean City, MD
Located in Caine Woods, this cottage is within a 15-minute walk of Transpeninsular Line Marker and Ocean City Beach. Maryland Beach is 1.1 mi (1.7 km) away.
 
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

St. Michaels, MD
An outdoor tennis court is featured at this cottage, along with a garden.
 
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

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

St. Michaels, MD
A garden is available at this cottage.
 
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Waterfront Beach Cottage w/ Full Kitchen, Cable, Free Wifi - Close to the Beach!

Waterfront Beach Cottage w/ Full Kitchen, Cable, Free Wifi - Close to the Beach!

Ocean City, MD
Located in Midtown Ocean City, this cottage is within 1 mi (2 km) of Assawoman Bay and Ocean City Beach. Maryland Beach and Roland E. Powell Convention Center are also within 3 mi (5 km).
 
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Cozy, Family Friendly Cottage, 2 BR 1 Bath, 10m to Ocean City, Pool & Clubhouse

Cozy, Family Friendly Cottage, 2 BR 1 Bath, 10m to Ocean City, Pool & Clubhouse

Berlin, MD
A garden is available at this cottage.
 
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Waterfront Cottage; Hot Tub, Fire Pit. Romantic Getaway for Fall and Beyond

Waterfront Cottage; Hot Tub, Fire Pit. Romantic Getaway for Fall and Beyond

Easton, MD
A spa tub is featured at this cottage, along with a garden.
 
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Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From Town

Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From Town

Chestertown, MD
A garden is available at this cottage.
 
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Jewel By the Sea - 3 Br Home

Jewel By the Sea - 3 Br Home

3.5 out of 5.0 8 142nd St, Ocean City, MD
Free WiFi in public areas is available at this cottage.
 
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Holiday Efficiency Studio Bedroom Cottage

Holiday Efficiency Studio Bedroom Cottage

3.0 out of 5.0 7702-B Coastal Highway, Rear Unit, Ocean City, MD
Free WiFi in public areas is available at this cottage.
 
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Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland 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…

Top Trending Hotels in Eastern Maryland

See all 2,160 Properties in Eastern Maryland
Grand Hotel & Spa $44
Grand Hotel & Spa

Grand Hotel & Spa

2100 N Baltimore Ave, Ocean City, MD
     
    3.0 out of 5.0 Stars

    Nestled on the beach, this Ocean City hotel is within a 5-minute walk of Ocean City Beach and Ocean City Boardwalk. Jolly Roger Amusement Park and Roland E. Powell Convention Center are also within 2 mi (3 km).

    Residence Inn by Marriott Ocean City $84
    Residence Inn by Marriott Ocean City

    Residence Inn by Marriott Ocean City

    300 Seabay Lane, Ocean City, MD
       
      3.0 out of 5.0 Stars

      Located in Midtown Ocean City, this beachfront hotel is in the city center and within 3 mi (5 km) of Ocean City Beach, Roland E. Powell Convention Center, and Jolly Roger Amusement Park. Ocean City Boardwalk and Maryland Beach are also within 6 mi (10 km).

      Holiday Inn Ocean City $50
      Holiday Inn Ocean City

      Holiday Inn Ocean City

      6600 Coastal Hwy, Ocean City, MD
         
        3.0 out of 5.0 Stars

        Located in Midtown Ocean City, this beachfront hotel is in the city center and within 1 mi (2 km) of Maui Golf and Ocean City Beach. Ocean City Boardwalk and Roland E. Powell Convention Center are also within 3 mi (5 km).

        Hyatt Place Ocean City / Oceanfront $71
        Hyatt Place Ocean City / Oceanfront

        Hyatt Place Ocean City / Oceanfront

        1 16th Street, Ocean City, MD
           
          3.0 out of 5.0 Stars

          Located in the heart of Ocean City, this hotel is within 2 mi (3 km) of Ocean City Boardwalk, Jolly Roger at the Pier, and Trimper's Rides. Jolly Roger Amusement Park and Roland E. Powell Convention Center are also within 3 mi (5 km).

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          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.