House holiday rentals in Berlin

The inviting living area features a cozy couch and an armchair, adorned with decorative pillows. Bright blue walls complement the light streaming through multiple windows with white blinds. A coffee table with a boat decor piece rests on a patterned rug that evokes a beach theme.

4.82 out of 5 average rating, 223 reviews

Bayside community for OCMD trip 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 beach cottage provides you with all the essentials needed, including a washer/drier! Our gated community is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds We are located next door to Frontier Town water slides , western shows, mini golf, a rope course, ice cream shop.

A cozy living area features a light gray sofa adorned with decorative pillows and a small blue ottoman. Natural light brightens the space, showcasing art on the walls and a dining area in the background, complemented by a wooden table and chairs.

4.88 out of 5 average rating, 104 reviews

Home Away from Home , Pet friendly retreat

Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

The exterior of a single-story house is visible, featuring a spacious front porch with white railings. Large windows allow natural light to enter, while a driveway provides parking for two vehicles. A wooded area surrounds the property, enhancing its peaceful setting.

4.98 out of 5 average rating, 146 reviews

Camelot

HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

An attic bedroom features two spacious beds, each adorned with warm-toned pillows and throws. Bright overhead lights accentuate the light-colored walls and wooden floor, while a decorative area rug adds texture. A window provides natural light, enhancing the peaceful atmosphere.

4.92 out of 5 average rating, 131 reviews

1900's Modern Farmhouse on 7.5 private acres

Welcome to our 1900's farmhouse. This home has been lovingly updated and maintained over the past century, and sits on 7.5 acres. While it is private and peaceful, its location is minutes away from everything making it easy to get around. Enjoy spacious living and endless outdoor fun in our dedicated game barn (ping pong, cornhole!) and large pastures (frisbee golf, soccer!). This family-friendly home blends historic charm with modern comforts, perfect for creating unforgettable memories.

A waterfront backyard features sandy areas lined with a white picket fence. A picnic table is positioned on the beach, facing the calm waterway. Houses are visible along the banks, framed by trees and distant structures under a soft evening sky.

4.91 out of 5 average rating, 201 reviews

Waterfront Beach Home in the Ocean City, MD Area

There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

A spacious living area features soft, neutral carpeting and modern furnishings. A large flat-screen TV is mounted on the wall, providing entertainment options. Two comfortable armchairs and a cozy sofa are arranged around a wooden coffee table, while a dining area is visible in the background.

4.99 out of 5 average rating, 256 reviews

Salisbury Cottage

Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island. One mile from Tidal Health PRMC and a half block away from Salisbury University.

The backyard features a well-maintained putting green, with white flags marking the holes. A spacious home with a covered patio and landscaped garden is visible in the background, surrounded by lush greenery and trees.

4.98 out of 5 average rating, 103 reviews

Assateague, Golf, Ocean City, all Within Minutes!

Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.

4.95 out of 5 average rating, 104 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

A serene view of Sinepuxent Bay stretches across the horizon, showcasing expansive grasslands and soft green vegetation. The sky transitions to warm hues of sunset, creating a calming atmosphere. A glimpse of the fishing pier is visible in the distance, enhancing the waterfront scenery.

4.81 out of 5 average rating, 118 reviews

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!

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.

4.97 out of 5 average rating, 107 reviews

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.

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.

4.83 out of 5 average rating, 149 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.

4.97 out of 5 average rating, 124 reviews

A two-story farmhouse features a welcoming porch and elegant landscaping, including trimmed bushes and a stone pathway. The exterior showcases a mix of wood and shingle siding, with large windows reflecting the greenery surrounding the property. A well-maintained lawn is visible in the foreground.

Home in Fruitland

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

Popular amenities for Berlin house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming house with a light blue exterior is surrounded by lush greenery. A spacious deck features potted plants and outdoor seating. Colorful Adirondack chairs in red and blue are placed around a small fire pit on a patterned stone patio, inviting relaxation.

5 out of 5 average rating, 15 reviews

Cozy beach home away from home!

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.

4.97 out of 5 average rating, 86 reviews

Private pool, waterfront, kayaks, bikes, firepits!

A row of upscale townhouses with contemporary architecture is displayed. Each unit features a garage with a clear driveway leading to the front entrance. Multiple windows allow ample natural light, and well-maintained landscaping lines the street.

4.93 out of 5 average rating, 59 reviews

Luxury Townhome WestOC -4 BRS / golf / asssateague

A two-story blue house is framed by trees, with a well-maintained front yard. The home features black shutters and white steps leading to a central door. A porch flag and a welcoming bench are visible, enhancing the inviting exterior.

4.96 out of 5 average rating, 142 reviews

Little house in Berlin, Md.

A wooden welcome sign with a pineapple motif is displayed alongside a vase of white and pink flowers. The smooth countertop reflects natural light from nearby windows, creating a bright and welcoming kitchen atmosphere.

5 out of 5 average rating, 11 reviews

Bayside West

A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.

4.99 out of 5 average rating, 126 reviews

Ocean Pines Retreat with Beach Club

A modern two-story home is portrayed, featuring a well-maintained front yard with lush green grass. An advanced golf simulator is set up outside, showcasing a virtual golf course on a large screen, with a golf club placed in front, inviting leisurely play.

4.93 out of 5 average rating, 42 reviews

Charming Getaway Golf Simulator

The cottage features a charming exterior with a combination of wood and siding. A gabled roof, traditional shingles, and a welcoming entrance are visible. An American flag is displayed prominently by the entrance, and the surrounding greenery enhances the peaceful setting.

4.82 out of 5 average rating, 34 reviews

Assateague surf cottage!

Weekly house rentals

An airy living space is highlighted by a high ceiling and large windows, inviting natural light. A gray sectional sofa faces a stone fireplace and a mounted television. Light blue cabinetry marks the kitchen area, with a dining table positioned nearby for flexibility.

5 out of 5 average rating, 18 reviews

Family Oasis - 4BR 3BA on Golf Course

A spacious living room features a large brown sectional sofa adorned with colorful throw pillows. A round coffee table sits in the center, surrounded by a light-colored woven rug. Natural light floods the space from multiple windows, highlighting the decorative wall mirrors and neutral tones.

5 out of 5 average rating, 35 reviews

Cottage on Snug Harbor, hot tub, private backyard!

4.88 out of 5 average rating, 17 reviews

5 Mi to Ocean City | Pools, Pier + Kayak Launch

4.98 out of 5 average rating, 42 reviews

A cozy living area is furnished with soft gray seating, including two recliners and a spacious sofa. A wooden coffee table centers the room, complemented by a patterned rug. Light filters in through large windows, enhancing the inviting atmosphere, while wall art adds a touch of nature.

Home in Princess Anne

Countryside Home in Princess Anne

A functional kitchen space features warm wood cabinetry and modern appliances, including a stove and microwave. A small dining area with four wooden chairs surrounds a table, providing an inviting spot for meals. Light enters through a nearby window, enhancing the bright atmosphere.

4.95 out of 5 average rating, 98 reviews

Martha’s Getaway

A spacious deck features a round table surrounded by six chairs, shaded by a blue and white striped umbrella. Lush greenery borders the area, with views of the tranquil river and trees in the background, enhancing the outdoor experience.

4.91 out of 5 average rating, 47 reviews

The River House

4.97 out of 5 average rating, 34 reviews

White Marlin Cottage>HOT TUB<

The exterior of the home is showcased, featuring a pale green facade with multiple windows. A concrete pathway leads to the front door, flanked by neatly trimmed bushes. Leafy trees provide shade, and the surrounding lawn is dotted with fallen leaves.

4.82 out of 5 average rating, 28 reviews

A Cozy Green Family Stay!

Private house rentals

4.68 out of 5 average rating, 25 reviews

Family Friendly Home by Beach

A welcoming living room features a light-colored sectional sofa and two accent chairs. Natural light fills the space through several windows, illuminating a decorative rug. A wooden cabinet and wall decor complement the modern design, creating a comfortable area for relaxation.

4.94 out of 5 average rating, 18 reviews

Serene Family Getaway | OC & Assateague Adventures

4.89 out of 5 average rating, 9 reviews

Tranquility Near the Beach

A welcoming living room features a light-colored sectional sofa with patterned accents and a round table at its center. A modern fan hangs from the ceiling, while a fireplace enhances the space. Large windows provide vibrant natural light and a view of the exterior.

4.8 out of 5 average rating, 25 reviews

Snug Harbor Hideaway | Waterfront & Fire Pit!

A living area is characterized by a spacious sectional sofa, positioned under a vaulted ceiling with exposed beams. Natural light enters through a skylight and a window, illuminating a mounted television and a decorative side table, enhancing the room's clean and inviting design.

5 out of 5 average rating, 20 reviews

Cozy Coastal Home in Ocean Pines

5 out of 5 average rating, 89 reviews

A well-maintained house features a light-colored exterior surrounded by landscaped flower beds. A gravel driveway leads to the entrance, which is adorned with potted plants. Lush greenery and a distant building are visible in the background beneath a partly cloudy sky.

Home in Selbyville

Lighthouse Cottage- Pet Friendly & Close to beach

4.99 out of 5 average rating, 68 reviews

Cozy home 8 miles from OCMD *Beach Pass Included*

A spacious living area features a large gray sectional sofa, providing ample seating. A flat-screen TV is mounted on the wooden wall with a light-colored media console beneath. Natural light enters through sliding glass doors, complemented by curtains that frame the space against warm wooden ceilings.