Holiday houses in Berlin

4.82 out of 5 average rating, 116 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, 284 reviews

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, 164 reviews

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!

4.79 out of 5 average rating, 194 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

4.99 out of 5 average rating, 202 reviews

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!

4.85 out of 5 average rating, 136 reviews

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.

Superhost

Apartment in Berlin

4.91 out of 5 average rating, 108 reviews

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, 107 reviews

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, 174 reviews

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.

4.9 out of 5 average rating, 135 reviews

Condo in Ocean City

Ocean Side Condo-Steps From The Beach!

Enjoy a relaxing getaway at our Ocean Side condo. Just steps from the beach, our condo is centrally located on 44th St. Within walking distance of the Convention Center, Seacrets, 44th St. Taphouse, Mini Golf, and many other restaurants and shopping. Fully furnished, updated, clean, and modern. Washer/Dryer in unit.

4.95 out of 5 average rating, 221 reviews

Apartment in Berlin

Lovely 2 bedroom overlooking Main St.

Your family will be close to everything when you stay at this centrally-located place. Right in the center of town above Fathom in Downtown Berlin, MD. Two bedrooms, each with Queen bed and own bathroom. Full kitchen and living room with views of Main St. This building has been renovated

4.97 out of 5 average rating, 601 reviews

Guest suite in Berlin

Ayers Creek Carriage House

Our beautiful carriage house is located on 5 pristine acres along, scenic Ayers Creek, offering year round beauty. Only minutes from Assateague Island, Berlin, and Ocean City. Serene with abundant wildlife. Ideal oasis for outdoor enthusiasts. Worcester County Maryland Rental License #1324

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4.95 out of 5 average rating, 20 reviews

Home in Willards

Quiet country getaway

AshleyRating, 5 stars3 weeks ago

We were in for our nieces graduation from SU and this was the perfect place to stay. It reminded me so much of home! It was peaceful and relaxing. It was so nice I wish we had been able to spend more time there! Susan was an exceptional host. She was very informative, gave us helpful tips, and was very friendly. I would recommend this place to stay to anyone. Best AIR BnB I’ve been to so far!

4.92 out of 5 average rating, 36 reviews

Apartment in Salisbury

Studio Apt. Close to the Beach

LeeRating, 5 stars6 days ago

I would book again with Tasha, she was quick to respond with answers to questions. We felt comfortable in our surroundings. It was a very nice place to stay and very welcoming.

4.95 out of 5 average rating, 93 reviews

Martha’s Getaway

CrisRating, 5 stars9 months ago

Great place quiet and very clean. lisa was great to deal with

Apartment in Berlin

4.66 out of 5 average rating, 151 reviews

Historic On Main Street Apartment (B) Berlin, MD

NinaRating, 5 stars1 month ago

My stay with Olivia was amazing! The unit was right in Downtown Berlin and everything seemed really nice. My Airbnb was spotless and comfortable and I would definitely book again!

4.9 out of 5 average rating, 40 reviews

Condo in Ocean City

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

ReginaRating, 5 stars1 month ago

Was an adorable place! It was perfect for the weekend away! It was within walking dostance of the beach and boardwalk. Matthew was amazing with his instructions on how to locate the home. He was very quick to respond and extremely kind. Highly recommend this place!

4.96 out of 5 average rating, 24 reviews

Tiny home in Selbyville

Ranch Glamping! Old West Bank, Beach, Tours

CindyRating, 5 stars1 month ago

We went to one of the concerts on the boardwalk in Ocean City. It was very accessible and only a short distance to the venue. We loved the space so much that we told a bunch of people at the concert about it. Shelley is a great host and very responsive. We also loved all the farm animals, especially Herbie the Highland Cow.

5 out of 5 average rating, 6 reviews

Bayside West

PeterRating, 5 stars1 month ago

The house is located in a development of newer homes and townhouses. Everything inside the home is new from the the furnishings to the kitchen ware. We were five adults - not family - and more than adequate space. Bathroom supplies, linens and all manner of kitchen necessities are included. This was fair value for a newer property in the OC area. We were also offered an extra day at a discount which we took advantage of. Highly recommended.