Vacation rentals in Berlin

The exterior of a two-story farmhouse is displayed, featuring a steep roofline and a brick chimney. Light clouds can be seen against a blue sky, and several windows are positioned throughout the structure, showcasing its historic architecture.

4.82 out of 5 average rating, 115 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.

4.79 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 out from OC/beaches & Assateague National Park/beaches. Our community, is a beautiful gated community, with 2 great pools, baby pool, 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

Guest suite in Ocean Pines

A charming street scene features a row of brick buildings, showcasing a mix of storefronts with awnings and decorative signage. Planters with greenery line the sidewalk, while a couple of individuals can be seen walking leisurely. Soft lighting adds to the inviting ambiance of the area.

4.95 out of 5 average rating, 377 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!

4.89 out of 5 average rating, 283 reviews

A tranquil backyard is surrounded by lush greenery, featuring a variety of trees and shrubs. A stone path leads through the garden, inviting peaceful walks. A small seating area can be seen under the shade of a large tree, enhancing the inviting outdoor space.

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.

Guest suite in Ocean Pines

A charming small-town street features a variety of storefronts with decorative signs and awnings. Potted plants adorn the sidewalks, and lampposts line the pathway. A few pedestrians stroll leisurely, conveying a peaceful and inviting atmosphere.

4.99 out of 5 average rating, 119 reviews

Newly built bright and airy guest suite!!!!

Welcome to our new 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 breathtaking waterfront Yacht Club with restaurant and live music (seasonal), Robert Trent Jones Sr. golf, farm market, playgrounds, 5 pools/fee (4 seasonal), and racquet club.

4.96 out of 5 average rating, 447 reviews

Townhouse in Ocean City

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 :)

4.98 out of 5 average rating, 199 reviews

A charming street in Berlin showcases historic buildings with colorful signage and awnings. Pedestrians can be seen strolling along the tree-lined avenue, which features lampposts and planters filled with flowers. Quaint shops and cafes line the sidewalks, inviting guests to explore the local offerings.

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!

4.99 out of 5 average rating, 122 reviews

Home in Ocean Pines

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

4.84 out of 5 average rating, 134 reviews

A fire pit is surrounded by four red Adirondack chairs, situated on a gravel surface. Lush green trees form a natural backdrop, enhancing the outdoor space's connection to nature. Two torches are positioned nearby, providing ambient lighting for gatherings.

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, 108 reviews

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, 105 reviews

A well-lit hallway is lined with wooden doors on either side, leading to various rooms. The floor is covered by a decorative rug, providing a warm touch to the wooden flooring. Artworks are displayed on the walls, contributing to the inviting atmosphere.

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, 280 reviews

Tiny home in Selbyville

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.

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

A front porch area features two rocking chairs positioned on a vibrant rug with a tropical leaf pattern. A small side table is located between the chairs, complemented by large glass doors that provide access to the interior space.

5 out of 5 average rating, 26 reviews

Cozy, Private Beach home

AshleyRating, 5 stars1 week ago

Pamela is very hospitable! Friendly. Commutative. Her home is beautiful and you can tell she thinks of the little things. There was a small container of scrunchies in the bathroom (us women know the scrunchi struggle!). The house is squeaky clean, and we didn’t need to purchase ANYTHING other than food 🤗 which my family really appreciated! Only thing I will point out is it pitch black surrounding the house/area at night. And possibly could be this time of year or maybe location but there are flies everywhere my goodness! Even the restaurants. If visiting OC for the first time like me, please keep that in the back of your mind lol. This place was a 10/10!!

A wooden pier extends over calm waters, surrounded by greenery. A large tree stands nearby, providing shade. Fishing gear and a kayak are partially visible at the water's edge, with a clear sky above, enhancing the peaceful nature setting.

4.96 out of 5 average rating, 73 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars1 month ago

We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!

5 out of 5 average rating, 19 reviews

A spacious bedroom features two large beds adorned with neutral linens. Natural light filters through two windows, illuminating the room. A vintage wardrobe and a bench provide additional storage and seating. Textured rugs enhance the room's comfort, complemented by soft lighting from bedside lamps.

Home in Willards

Quiet country getaway

AshleyRating, 5 stars2 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!

4.91 out of 5 average rating, 35 reviews

An induction cooktop is presented on a wooden surface. The black glass top features controls for lock, timer, function, and power settings. Clear warning labels are visible, indicating the surface may remain hot after use.

Apartment in Salisbury

Studio Apt. Close to the Beach

JordanRating, 5 stars1 week ago

Amazing host! Very friendly and made us feel welcome and at home. Would stay again!

4.96 out of 5 average rating, 72 reviews

A well-organized kitchen cabinet displays various spice jars arranged on metal racks. Clear containers are visible alongside jars of oil and sugar. A tiered shelf provides additional space for storage, contributing to efficient kitchen organization.

Condo in Ocean City

Gorgeous New Beachfront! King Bed, Direct Sea View

JasonRating, 5 stars1 week ago

Fantastic place in OCMD! Location was fantastic, restaurants and bars walkable, right on the ocean, clean, comfortable, great communication from host. This was one of the best places we have stayed in down at the beach. Coffee station was a huge plus, balcony was great, big TV in the very comfortable living room. Would absolutely stay here again!

5 out of 5 average rating, 71 reviews

Home in Selbyville

Lighthouse Cottage- Pet Friendly & Close to beach

DarinRating, 5 stars4 days ago

This cottage is absolutely beautiful! Perfect for a couple or family. Honestly it’s so much nicer than the pictures, it’s bigger than I thought. Such a clean place to stay also. The deck is absolutely beautiful, we sat out there every morning and evening and watched deer! They even had a water bowl for our fur baby. It is so close to ocean city and Bethany beach!. You will not be sorry staying here, I’ll just say that!! Thank you Jay for letting us stay at the Lighthouse Cottage, we will always Remember our experience there, we will be back!❤️

4.81 out of 5 average rating, 21 reviews

A spacious kitchen area is highlighted by a large dining table surrounded by gray chairs. Sleek countertops and modern appliances complement the bright cabinetry, while natural light pours in through large windows, creating an inviting atmosphere for meals and gatherings.

Home in Ocean Pines

Coastal Chic Retreat

NehaRating, 5 stars2 weeks ago

The house was wonderful for Memorial Day weekend! From the privacy to the coziness, my friends and I felt right at home! The outdoor seating added a new level of enjoyment! Altogether, I’m very satisfied with the space and price and Ocean City is less than 20 mins away!