Holiday home rentals in Worcester County

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Top-rated holiday home rentals in Worcester County

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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A sunny deck features white lounge chairs beside an above-ground pool. Lush greenery lines the background, providing a natural setting. A tall umbrella offers shade, and a potted plant adds a touch of greenery to the space.
Holiday home in Berlin
4.79 out of 5 average rating, 92 reviews

Berlin Beach House, near Ocean City & Assateague!

Close to everything when you stay at this newly renovated vacation home in historic Berlin. Big yard, lots of parking, & walking distance to downtown Berlins restaurants, breweries, grocery, & more. 10 minutes to the beaches of Ocean City Maryland or Assateague Island wild horses. Arcade games and bikes added for 2025 season. Above ground pool open Mid May - Mid Sept. 2 washer & dryers. Locally owned managed and cleaned for a worry free stay. All linens and bath towels provided.License#2023-3

Guest favourite
A serene beach scene during sunset, showcasing soft waves gently lapping against a sandy shore. The sky is painted in warm hues of orange and pink, reflecting the tranquil waters. Footprints in the sand lead toward the water’s edge, inviting viewers to imagine a peaceful stroll.
Holiday home in Ocean City
4.87 out of 5 average rating, 46 reviews

Luxury Beachfront Home, Family Resort, Great Balc.

Embrace luxury in Ocean City, MD – a beachfront haven offering ocean vistas, 3 pools, sauna, fitness room, secure parking. With 2 bedrooms, 2 baths, a full kitchen, private balcony, and shops/restaurants within walking distance, this sanctuary ensures comfort and convenience. This beachfront gem harmoniously blends luxury, security and convenience, creating an ideal backdrop for your long-awaited beach escape. Don't hesitate – secure your reservation now. Book your dream beach vacation today!

Top guest favourite
A cozy living room features a dark sectional sofa adorned with colorful throw pillows. A flat-screen television is placed on a dark media console. Natural light enters through the sliding glass door, which leads to an outdoor deck. A potted plant adds a touch of greenery.
Holiday home in Ocean City
4.95 out of 5 average rating, 44 reviews

Bayside Breeze in North Ocean City!

Relax and enjoy all that North Ocean City has to offer! This family friendly 2-level condo has everything you need for a relaxing getaway. Spend the day swimming in the pool or bring the boat and take advantage of this home's exclusive boat slip! Local amenities all within walking distance include tennis & basketball courts, a playground, restaurants, bars, Acme grocery store, and of course the beach! Sorry, no high school seniors. Non- family group tenants must be 25 years or older.

Top guest favourite
The exterior of a two-story garage apartment is shown, featuring beige siding and contrasting dark shutters. A distinctive teal sign is mounted above the entrance, while two white garage doors are visible at the base. A tree with green leaves is partially displayed on the right.
Holiday home in Ocean City
4.98 out of 5 average rating, 47 reviews

Vacay Stay-2BR/1Bath, Family Groups Only

Family friendly upstairs, garage apartment. Located on the same property as Dolores by the Sea, only 0.2 miles away from beach and boardwalk. Nestled in a quiet part of town but close to everything. This quaint apartment is perfect for small family’s looking for a relaxing beach vacation. Due to neighborhood restrictions we can only rent to family groups or individuals 25 y/o and over. This is a upstairs unit and may not be for those who have mobility restrictions.

A single-level rancher is showcased, featuring a garage with a double door and a welcoming front entrance. The exterior is accented by vibrant greenery from surrounding trees, and a gravel driveway leads to the home. Natural light brightens the scene under a partly cloudy sky.
Holiday home in Ocean Pines
4.8 out of 5 average rating, 10 reviews

Rancher central to all the fun! Fenced Yard, Deck

Pinnacle on the Parkway, A Custom Built Contemporary Rancher at the highest point in Ocean Pines centrally located between both Ocean City MD and Assateague is your breath of fresh air on vacation. Ocean Front parking provided N/C to renters at 49th street OC MD. For golfers, there are several notable courses and clubs within a 5 mile radius. There is also parking for a 24ft trailer. So bring your boat, muscle car and/or motorcycle to keep it off the roadway.

An aerial view displays multiple buildings in Downtown Ocean City, Maryland, with proximity to the beach. The image highlights a two-story structure with a green roof and a well-maintained courtyard, surrounded by other accommodations. The ocean is visible in the background.
Holiday home in Ocean City
4.48 out of 5 average rating, 27 reviews

Boardwalk Terrace # JC

Great apartment located in the heart of Downtown Ocean City, Maryland just steps away to the beach and Boardwalk. This apartment is a family owned and operated. Please book now and get a home away from home! The apartment offers porch, living room, fully equipped kitchen, two full bathrooms and two bedrooms. Experience all that Ocean City has to offer its visitors, boardwalk, amusements, water parks, water sports, restaurants, and Ocean City Golf Courses.

Private room in Ocean City

Ocean Terrace One Bedroom Apartment

Book your stay at Ocean Terrace Apartments to be just steps away from the beach and the famous Ocean City Boardwalk. Ocean Terrace is perfectly located in Downtown OCMD where you can walk everywhere you need to go! At Ocean Terrace Apartments, you’ll get the best value at the beach with convenient, and quality amenities like free parking and fully equipped kitchens. Lounge in our courtyard with tables, chairs, and 2 grills for guests to enjoy.

A cozy living area is highlighted by a blue sofa and an accompanying armchair with a floral pattern. A wooden coffee table centers the space, while a mirror reflects natural light from nearby windows. Warm light radiates from a lamp placed beside the table.
Private room in Ocean City

Ocean Terrace Three Bedroom Apartment

Book your stay at Ocean Terrace Apartments to be just steps away from the beach and the famous Ocean City Boardwalk. Ocean Terrace is perfectly located in Downtown OCMD where you can walk everywhere you need to go! At Ocean Terrace Apartments, you’ll get the best value at the beach with convenient, and quality amenities like free parking and fully equipped kitchens. Lounge in our courtyard with tables, chairs, and 2 grills for guests to enjoy.

Guest favourite
A modern living space features light oak luxury vinyl flooring and an open layout. A comfortable sofa is positioned beside a white coffee table, with a dining area that includes a wooden table. Sunlight fills the room through large windows, showcasing a staircase leading to the upper level.
Holiday home in Ocean City
4.88 out of 5 average rating, 17 reviews

Lovely Canal front 2 bed townhouse with a pool

Have fun with the whole family at this stylish place. Newly purchased and fully renovated 2 bed, 2 1/2 bath townhouse. Enjoy beautiful sunsets overlooking the lovely canal. Home features new light oak luxury vinyl flooring throughout the first floor, main bedroom and bathrooms. Carpet in second bedroom. New white shaker cabinets, quartz countertops and stainless steel appliances complete this adorable kitchen. Washer and Dryer in unit.

Guest favourite
An aerial view of the waterfront condominium complex showcases a sequence of buildings along the bay, with boats docked at the water's edge. The expansive blue water contrasts with the white exteriors of the condos, reflecting a sunny day with scattered clouds.
Holiday home in Ocean City
5 out of 5 average rating, 12 reviews

Downtown Bay View Luxury Condo Spectacular view!

Just a short stroll to the North end of the famous Ocean City Boardwalk, Beach, Ocean City Fishing Pier, Jolly Roger Amusement Park, and Splash Mountain Water Park. Arguably the BEST VIEW in all of Ocean City! From the 3rd floor balcony watch the sunrise and sunset, enjoy your front row seats for the OC Air Show, 3 sets of fourth July fireworks or just spend hours watching the boats go by.

A living area features a blue sofa and a decorative blue chair, creating a comfortable seating arrangement. A wooden coffee table is positioned in front of the sofa. A dining area with a round table and four chairs is visible, and warm light fixtures add to the ambiance.
Private room in Ocean City
4.43 out of 5 average rating, 7 reviews

Ocean Terrace Two Bedroom Apartment

Look no further for the perfect place to call “home”. This two-bedroom, one-bathroom, charming, mid-downtown apartment offers two double size beds in each bedroom, full equipped kitchen and living room with a sofa-bed, possible for 2 people, ideal for families with children. The most interesting attractions, dining and shopping in Ocean City are only a short walk away from the Apartment.

Superhost
A golden sunset is seen over the calm ocean waves, casting a warm reflection on the water's surface. The view is framed by a railing, providing a serene backdrop that highlights the beauty of the evening sky.
Holiday home in Ocean City
4.71 out of 5 average rating, 52 reviews

Spacious Ocean View Condo

Spacious and comfortable 1 bedroom condo (end unit) with Great Ocean View! Outstanding location!!! Steps to the Beach! Watch and hear ocean waves from living room and balcony. The condo building has an elevator, a heated indoor pool, a sun deck and a game room. Less than 5 minute walk to the Northside Park, Ocean City’s largest and most popular family friendly public park.

Popular amenities for holiday home rentals in Worcester County

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