Holiday rentals 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

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Newly built bright and airy guest suite!!!!

FREE oceanfront parking pass with bookings. 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 waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

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!

Mosaic Life Escapes -Bayfront Million Dollar Views

At Mosaic Life Escapes the BAYFRONT is our back yard! Safe gated community home. Water access for paddle boards & kayaks. Community fishing/crabbing pier 2 pools 3 ponds arcade room, playgrounds, paddle boats. 2 bd home w/a million dollar view. Minutes from Ocean City, Assateague Island & Casino. WiFi + 3 smart TVs We have implemented additional sanitizing procedures between guest stays to ensure a clean house! Perfect for a family or romantic get away!

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.

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi

Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking the❤️in the upper-right corner.

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

3 Bed 2 Bath House in the Heart of Berlin

Walking distance to downtown Berlin! This cute, cozy, cottage offers a large master bedroom with a king size bed and bath, and two guest bedrooms with a queen size bed, and a bathroom across the hall. Located in America’s Coolest Small Town featuring many shops, restaurants, and bars with a close by brewery. Ocean City beaches and Assateague Island National Seashore are about 10-15 minutes away.

Historic On Main Street Apartment (C) Berlin, MD

Cozy, Historic Downtown Main Street Apartment 1 BDR, 1 BTH Berlin, MD - Overlooks Main Street 'Unit C' This Upstairs Apartment is right on Main Street, with great views of main street from the living room windows. The front door takes you right out onto the street! The building this apartment sits in, was built in 1896. Gives the apartment uniqueness and character! Sleeps 4 total max.

Bayside Townhouse w/ amazing amenities

Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!