Vacation rentals in Berlin

4.95 out of 5 average rating, 132 reviews

A two-story blue house is framed by trees, with a well-maintained front yard. The home features black shutters and white steps leading to a central door. A porch flag and a welcoming bench are visible, enhancing the inviting exterior.

Home in Ocean Pines

Little house in Berlin, Md.

Our home is located in Ocean Pines, Maryland. Spend the day at the beach, golf, come back and relax on our spacious screened porch. The community has 5 pools, walking trails, Parks, and more. The house is a short drive to Ocean City, Md. (8 Miles) via Rt. 90 or Rt. 50. Assateague Island National Seashore is also just a short drive 12 miles. You can see wild horses, beautiful sunsets, ride bikes, or go to the beach. There are many golf courses within 15 miles of the house all very nice.

4.89 out of 5 average rating, 294 reviews

A quaint white cottage with red door and windows is surrounded by lush greenery and blooming flowers. The entryway features a small path lined with shrubs, enhancing the inviting exterior. Sunlight casts gentle shadows on the well-maintained landscaping.

Tiny home in Snow Hill

Private cottage and gardens/comfortable queen bed.

Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

Guest suite in Ocean Pines

A bright, open kitchen area is visible, featuring modern appliances and a spacious countertop. Large windows allow natural light to fill the room. A comfortable chair sits beside a decorative rug, while a sleek ceiling fan contributes to the airy atmosphere.

4.99 out of 5 average rating, 125 reviews

Newly built bright and airy guest suite!!!!

Welcome to our new 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a breathtaking waterfront Yacht Club with restaurant and live music (seasonal), Robert Trent Jones Sr. golf, farm market, playgrounds, 5 pools/fee (4 seasonal), and racquet club.

Superhost

A two-story house with a red metal roof and gray siding is positioned prominently in the image. A welcoming porch features a blue railing, and various chairs are situated nearby. Colorful flowers line the front yard, enhancing its appeal. Soft greenery surrounds the area.

Apartment in Newark

4.88 out of 5 average rating, 116 reviews

Relax at the Shorehouse

Our cozy, rustic, beachy apartment is close to all the area has to offer! We are nestled between Snow Hill and historic Berlin off Rt 113. We are about 15 min from West Ocean City and 12 miles from Assateague. Dining, shopping, and family activites are also nearby including a public boat ramp 5 min away to launch small watercraft and a playground with pavilion across the street. We recently renovated the apartment, and the decor was chosen to make guests feel at home at the Shorehouse!

4.8 out of 5 average rating, 198 reviews

Bayside OC, MD trip, great amenities

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches & Assateague National Park/beaches. Our gated, beautiful community, is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stay

4.99 out of 5 average rating, 210 reviews

A spacious guest suite features a plush Queen bed with decorative pillows, a soft gray blanket, and a ceiling fan. Comfortable seating includes a yellow armchair and a light gray loveseat. A large TV is mounted on the wall, and a water cooler is positioned nearby.

Guest suite in Berlin

Berlin/Ocean City Suite- Relax/Refresh near beach!

A remodeled, above garage guest suite separate from the main house in America's Coolest Small Town, Berlin,Md! You will benefit from a separate entrance to your above garage suite which will allow you to enjoy your own quiet space to relax and embrace the small, quaint town of Berlin, all while a mere 15 minutes to the beaches of OCEAN CITY and Assateague! Multiple dining experiences and tons of shopping await you in either historic Berlin or world famous Ocean City!

Superhost

A cozy living area features a leather armchair positioned next to a small side table with a lamp. A storage chest rests on the floor beneath a collection of framed artworks and a flat-screen television, enhancing the eclectic atmosphere of the space.

4.83 out of 5 average rating, 125 reviews

Joy in the Morning @ Berlin Boho Bungalow

The Berlin Boho Bungalow is the dream home of a family of artists—a mother and daughter team, a contractor husband, and adult grandkids. Set on 1.5 acres in historic Berlin, MD. There are two units in the house. This is the downstairs guest house. We invite you to start family traditions here and return year after year. As we lovingly restore this old farmhouse, you can celebrate the transformation of a once-abandoned home into something beautiful.

Superhost

A cozy seating area features a light-colored couch adorned with decorative pillows. A woven coffee table rests on a natural fiber rug, while a window nook is lined with plants, allowing natural light to brighten the space. Wooden accents add a warm touch.

Tiny home in Salisbury

4.81 out of 5 average rating, 146 reviews

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

4.9 out of 5 average rating, 112 reviews

A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.

Apartment in Berlin

Downtown Main Street Berlin Apartment

Looking for a convenient way to be close to Ocean City without beach traffic? Want to explore old downtown Berlin and its history? Stay at this cozy apartment and get the best views of the town. Only 15 min from OC and right on Main. ✔️Plenty of Street Parking Available ✔️High Speed Internet ✔️In-Unit Washer and Dryer ✔️Cozy Bedroom with Queen Bed ✔️Fully Equipped Kitchen ✔️Safe Neighborhood with Security

4.98 out of 5 average rating, 108 reviews

The country cottage is shown from the front, set against a backdrop of a clear blue sky with fluffy clouds. A gravel driveway leads to the entrance, framed by a grassy yard. A decorative red wheel is positioned in the foreground, adding a rustic touch.

Home in Pittsville

Wagon Wheel Cottage

Remodeled country farm house cottage that was built by our uncle in a quiet rural area surrounded by farm land. Other family members live all around us. It's located in the small town of Powellville, Md. It is 21 miles from Assateague, 20 miles from Ocean City, 12 miles from Berlin, 13 miles from Salisbury and 41 miles from Chincotegue VA. Sorry we do not allow pets as some guest have pet allergies.

4.97 out of 5 average rating, 288 reviews

The kitchen features a wooden countertop that extends into a two-person eating area with barstools. The refrigerator is adorned with colorful floral magnets, while various kitchen appliances are neatly arranged on the shelves. String lights and greenery create a cheerful ambiance along the ceiling.

Tiny home in Selbyville

Destination Location! Farm Animals, Tours, Beaches

✨Scratch tiny house living off your bucket list!✨ Wake up to the cheerful sounds of barnyard animals that surround this unique tiny house escape! The "Garden Hideaway" is thoughtfully curated to inspire joy and help you reconnect with the simpler things in life. Just a few minutes from the beach, this tiny home comfortably sleeps two (2) guests, with an option to add a third (3) for a small fee.

4.98 out of 5 average rating, 178 reviews

The exterior of the cottage is showcased, featuring a manicured lawn with vibrant flowering bushes. A small tree with red foliage is positioned in front of the building, enhancing the inviting appearance of the space.

Cottage in Berlin

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

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Popular amenities for Berlin vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Berlin

A single-story home features light-colored siding and navy-blue shutters, complementing the well-kept front steps. Blue Adirondack chairs are positioned on the porch, providing a cozy spot to enjoy the outdoors. A vibrant green tree is visible in the background, enhancing the home’s inviting appearance.

4.97 out of 5 average rating, 38 reviews

West Ocean City, MD Bay View Cottage 2BR/1bath

The living area features a mix of modern and cozy elements. A gray sofa and armchair are positioned around a wood coffee table. A large TV is mounted on the wall, and natural light streams through the nearby window. Decorative plants and a staircase with palm motifs enhance the space.

5 out of 5 average rating, 30 reviews

Cozy, Private Beach home

4.92 out of 5 average rating, 13 reviews

A charming tiny cabin is set among trees, featuring a deep red exterior with a covered porch. Large windows provide natural light and a welcoming entrance. Potted plants add greenery, while a wooden deck extends alongside, offering outdoor seating options.

Cabin in Millsboro

Tiny Little Cabin in the Woods

4.94 out of 5 average rating, 95 reviews

A decorative post stands in the foreground, featuring a blue and silver lantern atop a slender pole. The lush green lawn is bordered by neatly trimmed shrubs, with the guest house visible in the background, showcasing wooden siding and multiple windows.

Cottage in Berlin

Quiet Retreat near Assateague Island

4.93 out of 5 average rating, 98 reviews

The cottage is presented in a well-maintained landscape, featuring a light-colored exterior with dark shutters and a welcoming front door. Two benches sit on either side of the entrance, with potted plants nearby and a lush green lawn extending into a wooded area behind.

Farm stay in Pittsville

Kits Cottage on "Just Ducky Acres"

An expansive private pool is framed by a brick patio and lined with polywood loungers under large umbrellas. The two-story brick estate is visible in the background, showcasing a series of windows reflecting the evening sky.

4.86 out of 5 average rating, 7 reviews

NEW! Sleeps 26 - Pool, GameRoom, OutdoorFireplace

5 out of 5 average rating, 77 reviews

A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.

Home in Newark

Secluded Waterfront|Kayaks|18mi to Beach|Fast Wifi

The open-plan living area features rich wooden beams and elegant flooring. A cozy fireplace with a stone surround stands beside a modern sofa. A dining area is visible, with a large table and chairs, while a staircase leads to the upper level.