Vacation rentals in Berlin

4.94 out of 5 average rating, 51 reviews

An open living space features a kitchen with modern appliances and ample storage. A dining table sits near the window, while a comfortable futon and a neutral-toned area rug add warmth to the room. Natural light fills the area through the glass door and windows.

Guesthouse in Berlin

Cozy Private Guesthouse-Berlin

A short 10-15 minute walk to downtown Berlin, located in a quiet, peaceful neighborhood. A 15-20 minute drive to the beach in Ocean City, or to Assateague. This private guesthouse has everything you'll need to relax and unwind!! 1 bedroom, 1 bathroom with standing shower, full kitchen with all the basics, linens provided. Queen bed in bedroom, comfy futon in living room. Centrally located in America's Coolest Small Town of Berlin with great shopping, food, bars, and entertainment/events.

4.89 out of 5 average rating, 292 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.

4.99 out of 5 average rating, 169 reviews

A charming cottage is surrounded by lush greenery and vibrant flowerbeds. Exposed brick and dark shutters accentuate the exterior. A welcoming porch features comfortable seating, inviting relaxation amidst the tranquil outdoor setting.

Cottage in Frankford

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

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, 124 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.

4.88 out of 5 average rating, 116 reviews

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

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!

The inviting living area features a cozy couch and an armchair, adorned with decorative pillows. Bright blue walls complement the light streaming through multiple windows with white blinds. A coffee table with a boat decor piece rests on a patterned rug that evokes a beach theme.

4.8 out of 5 average rating, 198 reviews

Bayside, OC trip, great amenities

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC/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

4.95 out of 5 average rating, 124 reviews

The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.

Bus in Frankford

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

4.99 out of 5 average rating, 208 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!

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, 121 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.

4.81 out of 5 average rating, 145 reviews

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

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, 110 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.

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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

4.89 out of 5 average rating, 9 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

The end townhome is showcased with a blend of gray stone and blue siding. Multiple brightly painted windows are positioned symmetrically, and the entrance features a welcoming door with modern accents, complemented by manicured greenery and colorful flower beds.

5 out of 5 average rating, 4 reviews

Rooftop Deck Townhome Sleeps 9

Guesthouse in Ocean Pines

A bright studio apartment features a queen-size bed dressed in soft gray linens. A compact sofa is positioned nearby. A ceiling fan and wall-mounted TV enhance the modern space, with a kitchenette and private entrance visible in the background.

5 out of 5 average rating, 7 reviews

Studio Apartment above Garage

A spacious studio room contains two full-sized beds with white bedspreads. A flat-screen TV is positioned on a stand across from the beds. Softly colored walls are decorated with nautical-themed artwork, and a large window allows natural light to fill the space.

Guesthouse in Berlin

4.77 out of 5 average rating, 203 reviews

Studio type 5 mins from Ocean City-

The exterior of a cozy yellow house is shown, featuring a well-maintained lawn and a paved driveway. Multiple windows allow natural light to enter, while the front door is framed by two classic shrubs, adding a touch of greenery.

4.8 out of 5 average rating, 59 reviews

Cute and cozy country style 3 bedroom beach house

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.

4.8 out of 5 average rating, 5 reviews

NEW! Sleeps 26 - Pool, GameRoom, OutdoorFireplace

The exterior of the home features a well-maintained facade with green siding and white trim. A welcoming porch, accessible via a ramp, is adorned with white railings. The front yard is landscaped with a neat arrangement of plants, enhancing the inviting curb appeal.