Vacation rentals in Berlin

4.97 out of 5 average rating, 177 reviews

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

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

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.

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 suite in Ocean Pines

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.

4.99 out of 5 average rating, 129 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.

4.99 out of 5 average rating, 217 reviews

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

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!

4.97 out of 5 average rating, 103 reviews

A cozy living area presents a light brown couch adorned with colorful cushions and a decorative throw. Two accent chairs sit across from the couch, positioned on a patterned area rug. Natural light filters through sheer curtains covering a large window, illuminating the space.

Home in Ocean Pines

Sweet Retreat

Sweet Retreat is conveniently located in Ocean Pines, Maryland. The premiere residential and resort community of Ocean Pines is located eight miles inland from the ocean resort town of Ocean City. Ocean Pines has over 9 miles of waterfront property and 3,000 acres of wooded areas. Community amenities include beaches, a yacht club, golf course, community center, a Beach Club Pool and other community pools. Passes are available at ocean Pines Association.

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.

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.

4.82 out of 5 average rating, 159 reviews

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

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.

4.91 out of 5 average rating, 116 reviews

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

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, 113 reviews

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

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.

The exterior of a single-story cottage is visible, featuring light green siding and white shutters. A welcoming front porch is flanked by lush shrubs and greenery. A well-kept lawn and flower beds complement the home, set against a backdrop of trees.

4.98 out of 5 average rating, 103 reviews

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.

4.98 out of 5 average rating, 182 reviews

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

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.

4.96 out of 5 average rating, 235 reviews

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

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

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

Superhost

A bright living area features a large sectional sofa and a coffee table with decorative items. A flat-screen television is mounted on the wall, while a wall art piece depicting a beach scene adds color. Sliding glass doors invite natural light and overlook the porch.

4.82 out of 5 average rating, 11 reviews

Sunny Bayside Escape

4.98 out of 5 average rating, 64 reviews

A charming tiny cottage is framed by lush greenery, featuring a welcoming red door and hanging flower baskets. A wooden pathway leads to the entrance, surrounded by a well-maintained lawn and gravel area. The fenced yard enhances the sense of privacy and tranquility.

Tiny home in Parsonsburg

Cozy Cottage Hideaway

A single-story home features light-colored siding and navy-blue shutters, complementing the well-kept front steps. Blue Adirondack chairs are positioned on the porch, providing a cozy spot to enjoy the outdoors. A vibrant green tree is visible in the background, enhancing the home’s inviting appearance.

4.98 out of 5 average rating, 40 reviews

West Ocean City, MD Bay View Cottage 2BR/1bath

5 out of 5 average rating, 8 reviews

An open-concept kitchen and dining area features modern appliances and a spacious island with seating. A table accommodates several diners, while bright, neutral colors create an airy atmosphere. Natural light filters in through windows, illuminating the wood flooring and inviting decor.

Townhouse in Berlin

West OC Townhome Sleeps 7

A cozy seating area is positioned on the waterfront, featuring plush cushions and decorative pillows. Two lanterns with candles add ambiance. Lush greenery and a clear sky are visible in the background, enhancing the serene view of the water.

4.96 out of 5 average rating, 76 reviews

Private pool, waterfront, kayaks, bikes, firepits!

4.96 out of 5 average rating, 28 reviews

A modern bedroom features a spacious bed with layered bedding and decorative pillows. A leather sofa sits opposite a mounted television. Large windows allow natural light to fill the room, highlighting the exposed brick wall and wood flooring.

Apartment in Snow Hill

The Top of Downtown Snow Hill

4.94 out of 5 average rating, 95 reviews

A decorative post stands in the foreground, featuring a blue and silver lantern atop a slender pole. The lush green lawn is bordered by neatly trimmed shrubs, with the guest house visible in the background, showcasing wooden siding and multiple windows.

Cottage in Berlin

Quiet Retreat near Assateague Island