Family-friendly vacation rentals in Berlin

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Top-rated family-friendly rentals in Berlin

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Condo in Ocean Pines

4.97 out of 5 average rating, 177 reviews

Ocean Pines Getaway

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Top guest favorite

The exterior of a two-story house is framed by lush greenery and neatly arranged flower beds. A covered front porch with white railings invites guests, while the clean lawn extends towards the street. The sky above showcases a mix of clouds and blue.

Home in Berlin

5 out of 5 average rating, 113 reviews

Stay Salty OC Beach House

Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

Guest favorite

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

4.95 out of 5 average rating, 142 reviews

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.

Top guest favorite

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

4.99 out of 5 average rating, 216 reviews

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

The exterior of a classic farmhouse is visible, featuring a wraparound porch and multiple windows. The structure is surrounded by greenery, and elements of the porch can be seen leading to a well-defined garden area. The roofline showcases charming architectural details.

Home in Berlin

4.84 out of 5 average rating, 130 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

4.82 out of 5 average rating, 158 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.

Guest favorite

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

4.91 out of 5 average rating, 116 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

Top guest favorite

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

4.98 out of 5 average rating, 113 reviews

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.

Top guest favorite

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

4.97 out of 5 average rating, 294 reviews

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.

Guest favorite

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

4.98 out of 5 average rating, 182 reviews

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.

Top guest favorite

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

4.93 out of 5 average rating, 103 reviews

Kits Cottage on "Just Ducky Acres"

Escape to Kits Cottage, a serene haven on 6 acres at Just Ducky Acres. Unplug and unwind in the peaceful atmosphere, surrounded by friendly farm animals. Perfect for romantic getaways, family retreats, or solo escapes. Relax, reflect, and reconnect in this idyllic setting, just a short drive from Ocean City and other area attractions.

Top guest favorite

The exterior of a brick building displaying the 'fathom.' sign is shown, surrounded by vibrant storefronts. An interior view reveals a spacious living area with a sectional sofa and coffee table. A well-equipped kitchen with modern appliances is visible, alongside a bright bedroom featuring a neatly made Queen bed.

Apartment in Berlin

4.96 out of 5 average rating, 234 reviews

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