Vacation rentals in Berlin

4.94 out of 5 average rating, 88 reviews

A serene landscape is portrayed with a wooden gate leading into a lush green area. The sky is filled with soft pastel colors, reflecting a gentle sunset. Surrounding trees and shrubbery create a natural border, enhancing the peaceful atmosphere of the scene.

Guest suite in Berlin

The Burley Bungalow

Located in the “coolest small town in America,” this cozy getaway offers unparalleled access to the charms of Berlin’s Main Street and its many restaurants, shops, and galleries. A mere five-minute walk from Burley Oak Brewing Company, this one bedroom accommodation is also conveniently local to the beaches at Ocean City & Assateague Island. A private entrance and plenty of on-site conveniences ensure your stay in beautiful Berlin will be homey & delightful. Worcester County, MD License #3506

The exterior of a two-story farmhouse is displayed, featuring a steep roofline and a brick chimney. Light clouds can be seen against a blue sky, and several windows are positioned throughout the structure, showcasing its historic architecture.

4.82 out of 5 average rating, 119 reviews

Joy in the Morning @ Berlin Boho Bungalow

The Berlin Boho Bungalow is the dream house of a family of artists made up of a mother and daughter team along with a contractor husband and adult grandkids. The house has two separate units, on an acre and a half in historic Berlin, MD. We invite you to start your own family traditions with us by coming back year after year. As we lovingly renovate this old farmhouse, you and your family will be able to celebrate with us in witnessing what was once abandoned be restored to something beautiful.

4.89 out of 5 average rating, 285 reviews

A private garden setting is presented, featuring a grassy area surrounded by mature trees and shrubs. A pathway made of stones leads through the garden, while a bench is positioned amidst the greenery, providing a serene spot for relaxation.

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.

4.8 out of 5 average rating, 197 reviews

OC MD trip bayside, 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

4.98 out of 5 average rating, 62 reviews

Guesthouse in Berlin

Resilience of Berlin, Charming 2 Bedroom Cottage.

Resilience of Berlin is an eclectic cottage located within minutes of Downtown Berlin - voted "America's Coolest Small Town". 1 mile from Burley Oak Brewery and just 7 miles from Ocean City, Maryland. The house is designed by a local couple - Resilience is a home away from home to help guests relax and enjoy all that the Eastern Shore has to offer. Bikes, beach chairs, boogie boards, and an outdoor grill are all available for your use to help enjoy your stay and pack less.

4.95 out of 5 average rating, 121 reviews

Two friendly goats are positioned within a fenced area, displaying their distinct black coats and prominent horns. Sunlight casts shadows on the ground, creating a pattern that contrasts with the earthy tones of the surrounding environment.

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, 205 reviews

A charming street in Berlin showcases historic buildings with colorful signage and awnings. Pedestrians can be seen strolling along the tree-lined avenue, which features lampposts and planters filled with flowers. Quaint shops and cafes line the sidewalks, inviting guests to explore the local offerings.

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!

4.82 out of 5 average rating, 137 reviews

A fire pit is surrounded by four red Adirondack chairs, situated on a gravel surface. Lush green trees form a natural backdrop, enhancing the outdoor space's connection to nature. Two torches are positioned nearby, providing ambient lighting for gatherings.

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, 109 reviews

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

A well-lit hallway is lined with wooden doors on either side, leading to various rooms. The floor is covered by a decorative rug, providing a warm touch to the wooden flooring. Artworks are displayed on the walls, contributing to the inviting atmosphere.

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.

4.98 out of 5 average rating, 176 reviews

A window features a scenic view of lush green fields and water, framed by glass. A small table is positioned nearby, topped with a vase of purple flowers. Two black chairs complement the table, creating a peaceful atmosphere ideal for relaxation.

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.

4.85 out of 5 average rating, 127 reviews

A front deck leads to the entrance of the cottage, framed by lush greenery and flower pots. Wooden steps provide access, while gravel paths and planters enhance the outdoor space. A wooden fence adds privacy, and trees offer shade in the surrounding area.

Cottage in Ocean City

Ocean Cottage (B) on Route 611

Enjoy our 1 bedroom cottage located right on route 611 in West Ocean City. We are a short 10 minute drive to Assateague Island and an even shorter 3 minute drive to downtown Ocean City. We offer free boat trailer storage included with your rental as we are .25 miles from the West Ocean City public boat launch.

Vacation rentals for every style

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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

5 out of 5 average rating, 3 reviews

Townhouse in Berlin

West OC Townhome Sleeps 7

A laundry room is equipped with a washer and dryer, both featuring a clean, white finish. Above, open shelving holds neatly folded towels in various shades of green. A door leads out while square tile flooring enhances the room's functionality.

5 out of 5 average rating, 15 reviews

Cottage on Snug Harbor

4.94 out of 5 average rating, 48 reviews

A compact kitchen area features a countertop with a sink and stove, alongside a decorative turquoise bench adorned with a tropical-themed pillow. Natural light filters through a window, enhancing the warmth of the wooden cabinetry and surrounding decor.

Camper/RV in Salisbury

There is no place like GNOME! Camping on a farm!

A spacious outdoor seating area features a sectional sofa, complemented by a matching ottoman. Colorful throw pillows enhance the seating. The area is situated on a wooden deck, with a striped outdoor rug adding a touch of vibrancy. Surrounding trees and a view of the yard create a cozy ambiance.

4.86 out of 5 average rating, 22 reviews

Assateague - Direct Bayfront

4.83 out of 5 average rating, 52 reviews

A vibrant sign for M.R. Ducks Bar & Grille is prominently displayed above a wooden walkway. People are seen mingling along the dock, with boats visible in the background. Bicycles are parked beside the walkway, suggesting a casual atmosphere near the waterfront.

Guesthouse in Berlin

Studio 8921

An open area in the woods is depicted, featuring tall trees with dense foliage. A hammock is seen strung between two trees, inviting relaxation. The ground is covered with a layer of pine needles, contributing to the serene and natural ambiance.

5 out of 5 average rating, 5 reviews

Peace in the Pines

A brick building features a welcoming sign reading 'Welcome to Berlin,' with flags displayed above. Large green windows and a small bench enhance the entrance, while a street sign stands nearby, indicating the charm of this small town.

Apartment in Newark

4.88 out of 5 average rating, 114 reviews

Relax at the Shorehouse