Family-friendly holiday rentals in Berlin

Find and book unique family-friendly homes on Airbnb

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 favourite
A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.
Home in Ocean City
4.94 out of 5 average rating, 276 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Guest favourite
A single-story home sits nestled among lush greenery, featuring a welcoming front porch with a wooden railing. A set of steps leads up to the entrance, flanked by large windows adorned with green shutters, complementing the home's neutral exterior.
Cottage in Ocean Pines
4.9 out of 5 average rating, 186 reviews

Cozy Beach Getaway in the Lovely Ocean Pines North

Welcome to our Cozy Beach Getaway!! β˜€οΈπŸŒŠπŸ‘™β›±οΈπŸšπŸ–οΈπŸŒžπŸŒ…β›…οΈ This beautiful and peaceful home is located in Ocean Pines North. 3 bedrooms, 2 bathrooms. Peaceful front porch and back deck. 🏑🏝️ Whether you’re looking for a summer family vacation, girls weekend getaway, or just a break from reality, this is the perfect place! Washer/dryer 🧺, two smart TV’s πŸ“Ί, driveway fits 4 cars comfortably πŸš—. Enjoy the hustling city of Ocean City during the day and stay in the tranquility and peaceful Ocean Pines at night! πŸ–οΈπŸ’žβ˜€οΈ

Guest favourite
A cozy sleeping area features a wooden bed adorned with a light-colored patterned quilt and a collection of pillows. Two framed artworks hang on the wall above the bed, and a dresser with textured design is positioned nearby. A small decorative lamp provides soft lighting.
Guest suite in Berlin
4.94 out of 5 average rating, 101 reviews

The Burley Bungalow

Located in the β€œcoolest 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

Top guest favourite
A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.
Guest suite in Ocean Pines
4.95 out of 5 average rating, 395 reviews

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

Guest favourite
The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.
Home in Ocean City
4.85 out of 5 average rating, 106 reviews

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

Top guest favourite
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.
Guest suite in Ocean Pines
4.99 out of 5 average rating, 135 reviews

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.

Guest favourite
A wooden pier extends into calm waters, framed by posts topped with white caps. A vibrant sunset bathes the scene in warm hues of orange and yellow, reflecting beautifully on the water's surface. The distant silhouette of trees and community is visible against the dramatic sky.
Home in Berlin
4.81 out of 5 average rating, 212 reviews

Bayside community near OCMD great rates

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches/boardwalk & 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..

Top guest favourite
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, 221 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
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.
Home in Berlin
4.82 out of 5 average rating, 140 reviews

Joy in the Morning @ Berlin Boho Bungalow

The Berlin Boho Bungalow is the dream home of a family of artistsβ€”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.

Top guest favourite
A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.
Home in Newark
5 out of 5 average rating, 103 reviews

Secluded Waterfront 15mi to Beachβ€’Kayaksβ€’Fast WiFi

Casa Blue Heron is a 2,254 ftΒ² (209 mΒ²) 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. β˜… "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.

Guest favourite
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
4.84 out of 5 average rating, 195 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 favourite
The living room features a soft beige sofa adorned with decorative purple pillows alongside a stylish armchair. A contemporary artwork piece with gold accents hangs on the dark blue wall, creating a focal point. Natural light streams through the window, highlighting the space.
Flat in Berlin
4.77 out of 5 average rating, 135 reviews

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.

Popular amenities for Berlin family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Berlin

  • Total holiday rentals

    Explore 20 holiday rentals in Berlin

  • Nightly prices starting at

    Berlin holiday rentals start at $77Β SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Berlin holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Berlin rentals

  • 4.8 Average rating

    Berlin stays are highly rated by guests – averaging 4.8 out of 5!

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