What You Need To Know About Maryland Vacation Rentals

Maryland is a great destination, with vacation rentals available in various locations.

Western Maryland’s Deep Creek Lake is a splendid getaway for water lovers. With over 3900 acres of fishing, boating, and water sports bliss, you will have activities to fill your days. The area transforms into a ski destination in winter, with resorts like Wisp offering winter sports enthusiasts a fantastic time.

If you prefer staying closer to the coast, consider Ocean City, Ocean Pines, Thurmont, or Kent Island. With various rental options, from homes to condos and cabins, there’s something to suit everybody’s preferences and budgets. 

Here are some essential things to keep in mind while looking for your perfect vacation rental in Maryland:

  • Amenities: Check the amenities each rental offers, such as air conditioning, pet-friendliness, parking, or wheelchair accessibility. This will ensure you have a comfortable stay catering to your specific requirements.
  • Pricing: Prices will vary depending on location, size, and season. So, set your budget and plan accordingly.
  • Ratings and Reviews: Before finalizing your rental, take some time to go through the ratings and reviews left by previous guests. This will give you a clearer picture of the property and help you make an informed decision.

The best part of vacation rentals is experiencing the local scenery, culture, and interactions. As part of the Mid-Atlantic region, Maryland has a rich historical background from the original 13 American colonies, so prepare to immerse in the history and local attractions while enjoying your stay.

Vacation Rentals in Famous Cities

Ocean City Rental Homes

Are you looking for the perfect vacation rental in Maryland? You’re in luck! Ocean City has a variety of rental homes to choose from. There’s something for everyone, from spacious beachfront houses to cozy condos near the famous boardwalk. Here, you can enjoy the sun, surf, and endless entertainment options while retreating to your comfortable vacation home after a long day.

Some popular options in Ocean City include:

  • Beachfront properties
  • Houses with private pools
  • Pet-friendly rentals

Annapolis Family-Friendly Rentals

Annapolis, Maryland’s historic capital, is another excellent destination for vacation rentals. The city offers a mix of charming colonial houses and modern condos, perfect for families looking to explore the downtown area and its rich history. Plus, with plenty of family-friendly activities like visiting the U.S. Naval Academy or sailing around the harbor, there’s no shortage of fun for everyone.

Options to consider for your next Annapolis family vacation rental include:

  • Colonial-style houses
  • Modern condos in downtown Annapolis
  • Pet-friendly properties

Waterfront Rentals in Baltimore

For those who prefer a more urban experience, consider waterfront rentals in Baltimore. The city’s scenic Inner Harbor offers stunning views of the water and downtown skyline. With an abundance of dining, shopping, and entertainment options, you’ll always have things to do.

Popular waterfront vacation rentals in Baltimore feature:

  • High-rise condos with harbor views
  • Townhouses in historic neighborhoods
  • Luxury apartments near popular attractions

No matter which city in Maryland you choose for your vacation, there’s a rental property waiting to welcome you and provide a memorable experience.

Scenic Vacation Locations of Maryland

Chesapeake Bay’s Cozy Houses

Are you looking for a cozy waterfront getaway? The Chesapeake Bay area offers beautiful houses with stunning views. From quaint beach cottages to luxurious waterfront estates, you’ll find various lodging options that cater to your every need. A stay at one of these houses ensures you’re close to nature and can enjoy the bay’s peaceful ambiance.

Eastern Shore’s Beachfront Rentals

How about a vacation on Maryland’s Eastern Shore? This region features charming beachfront rentals with easy access to the Atlantic Ocean and picturesque beaches. You’ll marvel at the beautiful views and warm sun rays while soaking up the atmosphere. Eastern Shore beachfront rentals also bring you closer to water-based activities such as boating, jet skiing, fishing, and more. The area boasts family-friendly attractions, making it an ideal destination for a memorable summer vacation.

Rustic Rentals in Western Maryland

Western Maryland offers rustic rentals for nature lovers and hiking enthusiasts that let you escape the busy city life. These charming accommodations are usually located near the trails and lush forests of the majestic Appalachian Ridge. 

Perfect Amenities and Spaces

Maryland vacation rentals offer a variety of amenities and spaces to ensure a comfortable and enjoyable stay. In this section, we’ll explore the popular amenities in different areas of the rental homes, such as kitchen and dining spaces, bathroom and patio spaces, and rentals with pool and hot tub.

Kitchen and Dining Spaces

A well-equipped kitchen and dining space are essential for those who want to prepare and enjoy meals in the comfort of their rental. Most Maryland vacation rentals offer:

  • Fully equipped kitchens: Complete with appliances, utensils, and cookware.
  • Dining tables: Varied seating options for family and friends.
  • Outdoor dining: Many rentals have furnished outdoor areas for eating in the fresh air.

Bathroom and Patio Spaces

After a day of exploring, you’ll want a comfortable, relaxing retreat. The Maryland vacation rentals provide the perfect balance between indoor and outdoor spaces, with features such as:

  • Spacious bathrooms: Many rentals come with multiple bathrooms and modern fixtures.
  • Luxurious bathtubs: Soak in a bubble bath or enjoy a hot shower with high-quality fixtures.
  • Patio areas: Enjoy the outdoor scenery with furnished decks, balconies, or patios.

Rentals with Pool and Hot Tub

You can find rentals offering pool and hot tub amenities for an added touch of luxury and comfort. Some popular features include:

  • Private pools: Enjoy a refreshing swim or simply lounge by the pool in the privacy of your rental.
  • Community pools: Shared pools are available in some vacation rental communities.
  • Hot tubs: Relax and unwind in a private or shared hot tub after a long day of activities.

Pet-Friendly Maryland Vacation Rentals

If you’re looking for houses, cottages, or condos that welcome pets, Lake has you covered. For instance, BringFido offers a wide range of dog-friendly accommodations. Not only can you find information on their pet policies, but you can also read reviews from other pet-loving guests and communicate directly with homeowners.

Another option is Rent By Owner™, which allows you to book dog-friendly rentals in Maryland. They also provide filters for a more customized search, ensuring your vacation rental is perfect for you and your pet. Additionally, pets welcome caters to travelers with pet preferences, offering various amenities like indoor/outdoor pools, tennis courts, playgrounds, and more.

Check out the Eastern Shore Vacation Rentals, where you can find a hand-selected portfolio of vacation homes, ranging from quaint historic cottages to waterfront homes and luxurious estates. Your pet will be included, as many of these pet-friendly rentals ensure the whole family enjoys their Maryland vacation.

Tips on Booking Your Vacation Rental

So, you’re planning a trip to Maryland and looking for the perfect vacation rental? No problem! Here are some tips to help ensure you find the ideal place for your stay:

  1. Read reviews: Previous guests’ experiences can give you a good idea of what to expect from a rental. Look for vacation rentals with high ratings and positive thoughts to ensure a comfortable stay.
  2. Consider popular amenities: Are you looking for a rental with a pet-friendly policy or a pool? Make a list of the amenities important to you and use them as a guide when searching for your Maryland vacation rental.
  3. Check availability: Start your search early and be flexible with your travel dates to avoid disappointment. This will help you find a rental that suits your needs and is available during your desired timeframe.
  4. Communicate with the host: Before booking, contact the rental host to ask any questions or clarify information regarding the property. A responsive and helpful host can make a big difference in your overall experience.
  5. Consider location: Depending on your travel plans and interests, you may want to stay near the beach, in the city center, or a more secluded area. Make sure to research the location of your rental and its proximity to attractions, restaurants, and other points of interest.
  6. Budget wisely: While finding a rental that meets your amenity and location preferences is essential, remember to stay within your budget. When comparing rental prices, note any additional costs, such as cleaning fees, taxes, or damage deposits.

Outdoor Activity Opportunities

Now that you’ve booked your rental home, it’s time to plan some activities for your vacation.

Fishing and Boating

If you’re a fan of water activities, you can go fishing and boating in Maryland’s Chesapeake Bay. Charter a boat for the day, explore the waters, or catch some local fish. Many vacation rentals in Maryland offer easy access to marinas and boat rentals, making it simple to enjoy these activities during your weekend getaway.

Hiking in Western Maryland

Western Maryland offers fantastic hiking opportunities. Deep Creek Lake State Park is where you’ll find miles of scenic trails surrounded by breathtaking landscapes. If you’re up for a challenge, head to Wisp Resort and tackle their multiple hiking trails, suitable for all skill levels.

Waterfalls in Maryland

Nature lovers should check out some of the impressive waterfalls found in Maryland. Swallow Falls State Park features gorgeous waterfalls, including the highest waterfall in the state, Muddy Creek Falls. Meanwhile, Cunningham Falls State Park is home to the beautiful Cunningham Falls, a peaceful spot for a picnic and a picturesque photo opportunity.

Weather and Best Time to Visit

The best time to visit Maryland and enjoy outdoor activities depends on your preferences. Summer offers warm weather, perfect for water sports and beach visits. However, it can get quite crowded, so booking your vacation rental in advance is recommended. If you’re up for some winter sports, consider visiting in the winter months, as places like Wisp Resort offer skiing and snowboarding opportunities.

To wrap up, Maryland is known as “America in Miniature” and offers various outdoor activities for nature enthusiasts and adventure seekers. With numerous fishing spots, opportunities for boating, hiking, and more, it’s an excellent choice for your next weekend getaway.

Frequently Asked Questions

What are the best areas for vacation rentals in Maryland?

Maryland has great vacation rental options. Ocean City offers beachfront properties. Annapolis has historic charm and is close to the Chesapeake Bay, while Deep Creek Lake is perfect for a lake getaway. Consider your interests when choosing a vacation rental in Maryland.

How can I find a beachfront rental in Ocean City?

Finding a beachfront rental in Ocean City is accessible with numerous online platforms available. Websites such as Lake.com offer a wide selection of properties, including beachfront rentals that suit various budgets and preferences. Adjust your search filters on these platforms to find the perfect beachfront rental for your Ocean City vacation.

Are there luxury vacation homes with private pools?

Absolutely! Luxury vacation homes with private pools throughout Maryland, especially in popular vacation spots like Ocean City, Annapolis, and Deep Creek Lake. Use the search filters on rental platforms like Lake.com, Airbnb, Rent By Owner, or Vrbo to narrow your options and uncover the ideal luxurious vacation home.

Where can I book a Deep Creek Lake rental?

Book a Deep Creek Lake rental through popular vacation websites like Lake.com. By refining your search criteria, you can easily find and book the perfect Deep Creek Lake rental that matches your needs.

Are there any unique vacation rental options in the state?

Yes! Maryland offers a variety of unique vacation rental options, from cozy tiny homes to lakeside cabins. To find these one-of-a-kind properties, explore platforms like Airbnb, where you can use the “unique stays” filter to discover vacation rentals that cater to diverse interests and tastes.

Can I book a last-minute vacation rental in Maryland?

Booking a last-minute vacation rental in Maryland is possible. Many vacation rental platforms, such as Lake.com, Airbnb, and Vrbo, allow you to filter search results based on availability and check-in dates. Doing so lets you identify available properties that suit your last-minute travel plans. Remember that booking closer to your travel dates may result in fewer options and higher prices.

Vacation Destinations Nearby

Sign In


Reset Password

Please enter your username or email address, you will receive a link to create a new password via email.