60+ Private Villas and Holiday Rentals in Hollywood |
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  2. Maryland
  3. Hollywood

Hollywood Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hollywood

Discover more than 60 vacation rentals available in Hollywood. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hollywood.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hollywood, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hollywood. On average, places to stay near Hollywood offer 943.16 ft², with nightly prices averaging US $327.

With Casai, finding and comparing holiday rentals in Hollywood is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Hollywood

Type Count
Vacation Homes 34
Holiday Apartments 7

Use these Quick Filters to Find a Holiday Rental in Hollywood

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hollywood.

Weather in Hollywood, MD

View the weather forecast for Hollywood before booking your Hollywood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Hollywood, MD

Casai offers a large selection of top attractions around Hollywood . Research things to do on your vacation before you visit Hollywood.


Sotterley Plantation
Greenwell State Park
Patuxent River Naval Air Station
Maryland International Raceway
St. Mary's College of Maryland
Calvert Cliffs State Park
Westmoreland State Park
St. Mary's River State Park
Historic St. Mary's City
Breezy Point Beach
Budds Motorcross Speedway
Bayside Marina
Cove Point Lighthouse
Hague Winery
Port of Leonardtown Winery
Running Hare Vineyard
Stratford Hall Plantation
Aqualand Marina
Cecil's Old Mill
Patuxent River Naval Air Museum

Other Places to Stay in Hollywood, MD


Greenwell State Park 130 Properties
Sotterley Plantation 92 Properties

Frequently Asked Questions About Hollywood?

What are the top holiday rentals in Hollywood?

With numerous options available in Hollywood, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hollywood:

Which holiday homes in Hollywood are best for families?

If you're searching for a family-friendly holiday home in Hollywood, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hollywood:

How many Casai.com holiday rentals are available in Hollywood?

As of 2026, Casai boasts over 60 properties listed in the Hollywood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hollywood.


People Also Ask

There are 60 Hollywood, MD Holiday Rentals

Recently Booked Holiday Rentals in Hollywood