10 Insider Tips for Success with Holiday Lets

Holiday lets, also known as vacation rentals or holiday homes, are properties rented out by owners for short-term stays. These can range from apartments in bustling cities to secluded cottages in the countryside. They’re a popular choice for travelers seeking a more personal, home-like environment during their vacations.

For real estate investors looking to tap into the lucrative world of short-term rentals, holiday lets represent a prime opportunity. Not only do they offer the potential for higher returns than long-term rentals, but they also provide flexibility in usage. However, success in this arena requires a blend of the right property, keen market understanding, savvy setup, and strategic marketing.

Holiday lets stand out by offering privacy, space, and a unique, localized experience — appealing to a wide array of travelers, from solo adventurers to large families. For owners, they promise a way to earn income from a vacation home that might otherwise sit empty.

To excel in the holiday let market, investors need to navigate through a series of steps: from choosing the right property and setting it up for guests, to marketing it effectively and managing bookings. Each step brings its own challenges, but also opportunities to optimize the investment and enhance the guest experience.

Key steps to success in holiday letting: Choosing the right property, understanding the market, setting up your holiday let, pricing your property, marketing, managing bookings, maintaining standards, and legal considerations - holiday lets infographic pillar-4-steps

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Choosing the Right Property

When it comes to holiday lets, the property you choose is crucial. It’s not just about buying a house or apartment you like; it’s about finding a place that will appeal to holidaymakers and generate income. Let’s break it down into three key factors: Location, Amenities, and Size.


The old adage “location, location, location” holds especially true for holiday lets. A property in a desirable location can command higher rental rates and enjoy higher occupancy levels. Think about what holidaymakers want:

  • Proximity to attractions: If your property is near the beach, theme parks, or cultural sites, it’s likely to be more popular.
  • Accessibility: Consider how easy it is to get to your property, including transport links like airports and train stations.
  • The local area: A property in a location with a good selection of restaurants, shops, and activities can be more attractive to guests.


Amenities can significantly enhance the appeal of your holiday let. According to research and expert insights, including those from Weekender Management, amenities can range from basic to luxurious but should always aim to meet the needs of your target guests. Consider including:

  • Essentials: High-speed Wi-Fi, comfortable bedding, and a well-equipped kitchen are must-haves for most guests.
  • Luxuries: Features like a swimming pool, hot tub, or a home entertainment system can set your property apart and justify higher rental prices.
  • Family-friendly features: If you’re targeting families, amenities like a crib, high chair, or games room can be very appealing.


The size of your property should align with your target market. For example:

  • Couples or small families: A cozy one or two-bedroom property can be perfect.
  • Large families or groups: Consider properties with multiple bedrooms and bathrooms to accommodate more guests comfortably.

The goal is to match your property with the expectations and needs of your ideal guests. A well-chosen property in a great location, with the right amenities and size, is more likely to be booked out year-round, maximizing your return on investment.

As we move to the next section on understanding the market, keep in mind that the success of your holiday let depends not just on the property itself, but also on your knowledge of the market and your ability to cater to the needs and desires of your guests.

Choosing the right holiday let property: Consider location, amenities, and size for maximum appeal and revenue - holiday lets

Understanding the Market

When you jump into the holiday lets world, think of it like planting a garden. You wouldn’t just toss seeds everywhere and hope for the best. You’d learn about the soil, the climate, and what plants thrive there. It’s the same with holiday lets: research, understanding your target audience, and knowing about seasonality are your tools for growth.


Start by digging into the details. What makes a location popular? What are other holiday lets in the area offering? Tools like Google Analytics can show you who’s looking for what you have to offer and where they’re coming from. Knowledge is power.

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Target Audience

Next, think about who you’re planting for. If your property is a cozy cottage by the sea, your audience might be couples looking for a romantic getaway. If it’s a spacious villa, maybe it’s large families or groups of friends. Picture your ideal guest—let’s call her “Holiday Helen.” What does Helen value? Privacy, adventure, relaxation? Tailor everything from your decor to your marketing message to meet Helen’s needs.


Lastly, understand the seasons—not just winter, spring, summer, fall, but the high and low seasons for holiday lets in your area. A ski chalet will have different peak times compared to a beachfront condo. Adjust your pricing and availability accordingly. During low season, why not attract locals with a weekend getaway deal? Or use the time for maintenance and upgrades?

By mastering these three areas, you set your holiday let up not just to survive, but to thrive. It’s about being smart, adaptable, and always ready to learn from the market. The goal is to create a holiday let that doesn’t just look good on paper, but one that brings joy to every guest who stays there, ensuring they leave with memories they cherish and a desire to return.

Now, let’s move on to setting up your holiday let to make it the perfect home away from home for your guests.

Setting Up Your Holiday Let


When it comes to furnishing your holiday let, think comfort and style. Your guests are looking for a home away from home. Choose durable, easy-to-clean furniture that still offers a cozy and inviting atmosphere. The way you furnish your property can significantly impact your guests’ experience. A well-stocked kitchen, comfortable beds, and a living area with ample seating can make all the difference.

  • Tip: Invest in high-quality mattresses and provide a variety of pillows to cater to different preferences.


Safety is paramount. Ensure your holiday let meets all local safety regulations. This includes smoke detectors in every room, a well-stocked first-aid kit, and clear fire escape routes. Also, consider the security of your property. Installing locks on windows and doors, and providing a safe for valuables can give your guests peace of mind.

  • Fact: A survey showed that safety and cleanliness are top priorities for holiday let guests.

Welcome Pack

A welcome pack can set the tone for your guests’ stay. It’s not just about providing essential information; it’s an opportunity to exceed expectations. Include a local map, recommendations for dining and activities, and perhaps some local treats. This personal touch can make guests feel valued and enhance their overall experience.

  • Case Study: A holiday let owner included a handmade guidebook with local stories and folklore, significantly increasing guest satisfaction and repeat bookings.

By focusing on these areas, you ensure not only the comfort and safety of your guests but also enhance their overall experience, encouraging positive reviews and repeat visits.

Next, we’ll dive into the intricacies of pricing your property to stay competitive while maximizing your revenue.

Pricing Your Property

Getting the price right for your holiday let is like finding the perfect temperature in a shower – too hot and it scares people off, too cold and it just doesn’t work. Let’s break down how to hit that perfect balance.

Competitive Analysis

First up, know your neighbors. This doesn’t mean just a friendly wave across the fence but understanding what other holiday lets in your area are charging. Look at properties with similar features, amenities, and sizes. This gives you a baseline. Guests are looking for value, so see how you can offer more or differentiate your property.

Dynamic Pricing

Think of dynamic pricing as your pricing strategy on steroids. It’s flexible, adapting to demand, season, and even local events. Tools like PriceLabs and Wheelhouse use data to suggest the best rates for your property at any time. For example, if there’s a big concert in town, prices might go up. If it’s off-season, they might dip to attract more bookings. It’s all about staying competitive while maximizing your earnings.

Special Offers

Who doesn’t love a good deal? Special offers can be a powerful tool to increase bookings during slow periods or to attract early bookings. Consider offers like a percentage off for early bird bookings, last-minute deals, or a free night when booking a week. These can make guests feel like they’re getting more bang for their buck, encouraging them to choose your property over others.

Remember, pricing your holiday let isn’t a set-it-and-forget-it deal. It requires regular reviews and adjustments. Keep an eye on the market, your occupancy rates, and feedback from guests. This proactive approach ensures your prices are always right, attracting guests and keeping your calendar full.

In the next section, we’ll explore how to market your holiday let effectively to reach potential guests where they’re at. Stay tuned for tips on listing sites, social media strategies, and the importance of professional photos.

Marketing Your Holiday Let

After setting the perfect price for your holiday let, it’s time to get the word out. Marketing is all about showing off your property in the best light and reaching potential guests where they spend their time. Here’s how to do it effectively:

Listing Sites

Start with listing your property on popular sites like Airbnb, Booking.com, and Vrbo. These platforms have millions of users looking for holiday lets just like yours. But don’t just list and forget. Keep your listing updated with fresh photos, seasonal rates, and any new amenities. The more detailed and up-to-date your listing is, the more trustworthy you appear to potential guests.

Social Media

Social media isn’t just for cat videos and memes; it’s a powerful tool for marketing your holiday let. Use platforms like Instagram, Facebook, and Pinterest to showcase your property. Post beautiful photos, share updates, and engage with your followers. Stories and live videos are great for giving a behind-the-scenes look at your property or highlighting local attractions. Use hashtags to increase your visibility and reach a wider audience.

Professional Photos

Never underestimate the power of a good photo. Professional photos can make or break your holiday let’s online presence. As mentioned earlier, high-quality images highlight the best features of your property and make it stand out from the competition. A professional photographer knows how to use lighting, angles, and staging to make your space look inviting. You’re not just selling a place to stay; you’re selling an experience. Make it count with photos that capture the essence of your holiday let.

By focusing on these three key areas, you can effectively market your holiday let and attract more guests. It’s all about putting your best foot forward and reaching potential guests where they’re already looking. With the right approach, your holiday let can become the go-to destination for travelers seeking a unique and memorable stay.

In the next section, we’ll dive into managing bookings and guests, ensuring a smooth and enjoyable experience for everyone involved.

Managing Bookings and Guests

Once your holiday let is listed and ready to welcome guests, managing bookings and guest interactions become the front line of your business. Let’s break this down into key areas: Communication, Check-in process, and Guest experience.


Effective communication is the backbone of a successful holiday let. From the moment a potential guest makes an inquiry, your response time and the clarity of your communication set the tone for their entire experience.

  • Respond Quickly: In our world, guests expect quick responses. A delay can mean losing a booking to a competitor.
  • Be Clear and Concise: Provide all necessary information in a simple and understandable way. This includes details about the property, rules, check-in process, and how to reach you in case of questions or issues.
  • Anticipate Needs: Think ahead about what guests might ask and provide that information upfront. This could be instructions for appliances, Wi-Fi passwords, or local dining recommendations.

Check-in Process

The check-in process is your first opportunity to impress your guests in person (or virtually). Make it as smooth and hassle-free as possible.

  • Self Check-in: Consider using smart locks or lockboxes for a contactless check-in experience. This is not only convenient for guests arriving late but also a plus point for those seeking privacy.
  • Clear Instructions: Whether it’s a traditional key handover or a digital entry system, provide clear, step-by-step instructions. A simple video tutorial can go a long way here.
  • Welcome Pack: A small gesture like a welcome pack can make a big difference. This could include snacks, local maps, and a personal note. It’s a great way to make guests feel valued and start their stay on a positive note.

Guest Experience

Ensuring a memorable guest experience is crucial for repeat business and positive reviews.

  • Cleanliness and Maintenance: Always keep your property clean and well-maintained. This is a basic expectation from guests and a critical factor in their overall satisfaction.
  • Personal Touches: Small personal touches can elevate the guest experience. This might be as simple as providing books and games for entertainment or customizing the decor to reflect the local culture.
  • Availability: Be available or have someone available to assist with any issues during the stay. Knowing that help is just a call away can provide peace of mind to your guests.

Remember, managing bookings and guests is not just about handling transactions. It’s about creating a welcoming atmosphere, anticipating guest needs, and leaving a lasting positive impression. By focusing on these key areas, you can ensure that guests have a seamless and enjoyable stay at your holiday let.

We’ll explore how to maintain high standards to keep your holiday let in top condition, ensuring guests have a pleasant stay every time they visit.

Maintaining High Standards

Maintaining high standards in your holiday let is crucial for ensuring that guests have a memorable stay and consider returning or recommending your property to others. Let’s dive into the essentials: cleanliness, maintenance, and upgrades.


First and foremost, cleanliness is non-negotiable. A spotless holiday let not only makes a great first impression but also builds trust with your guests, showing that you care about their comfort and safety. In the post-Covid era, guests have heightened expectations for cleanliness. Transparently sharing your cleaning protocols and possibly including photos or videos of the cleaning process can reassure guests even before they arrive.

Key Point: A well-maintained property is more likely to garner positive reviews, which are gold in the holiday let business. Vacation rentals live and die by cleanliness.


Routine maintenance checks are essential to prevent any unpleasant surprises during a guest’s stay. From ensuring all appliances are in working order to checking for leaks or wear and tear, regular upkeep helps avoid negative experiences that could impact your reviews and bookings. It’s not just about fixing things when they break; it’s about preventing issues from arising in the first place.

Insider Tip: Create a maintenance checklist and schedule regular inspections. This proactive approach can save you time and money in the long run.


Lastly, consider making periodic upgrades to your holiday let. This doesn’t necessarily mean major renovations. Small enhancements, like updating the decor, adding smart home devices, or improving the outdoor space, can significantly enhance the guest experience and increase the value of your property.

Upgrades also signal to guests that you’re invested in their comfort and in keeping your property competitive. Keeping an eye on trends and guest feedback can guide you in making thoughtful improvements.

Case Study: A simple upgrade like high-quality mattresses can transform a good vacation experience into a great one, leading to rave reviews and repeat bookings.

In conclusion, maintaining high standards through cleanliness, regular maintenance, and thoughtful upgrades is crucial for the success of your holiday let. These efforts not only ensure a pleasant stay for your guests but also contribute to the overall reputation and competitiveness of your property in the market.

As we navigate the complexities of managing holiday lets, these investments in your property are investments in your business’s future success. Now, let’s move on to understanding the legal and financial considerations to keep your holiday let compliant and profitable.

When diving into holiday lets, it’s crucial to keep in mind the legal and financial aspects that come with it. These considerations are not just important—they’re essential for running a smooth and successful operation. Let’s break these down into three main categories: Insurance, Taxes, and Regulations.


First off, insurance is your safety net. Most homeowner’s insurance policies won’t cover short-term rentals. This means you need to find a policy specifically designed for holiday lets. This specialized insurance can protect you from potential liabilities, such as accidents or damages that occur while guests are staying in your property. Being prepared for the worst-case scenario is better than being caught off guard.


Next up, taxes. Taxes can be a bit tricky, especially since they can vary greatly depending on your location. However, as a general rule, you can deduct expenses related to your holiday let. This includes mortgage interest, property taxes, depreciation, insurance premiums, and maintenance costs. These deductions can significantly lower your taxable income, making your investment more profitable. Partnering with a firm that specializes in short-term rental law, like the Ham Law Firm mentioned in our research, can provide you with the expert advice needed to navigate these tax waters smoothly.


Finally, let’s talk about regulations. Staying compliant with local laws is non-negotiable. This includes registration, licensing, and adhering to safety standards. For instance, in New York City, hosts must register with the Mayor’s Office of Special Enforcement to legally operate short-term rentals. Failure to comply with such regulations can result in hefty fines or even legal action. It’s not just about avoiding penalties; it’s about building a trusted and respected business within your community.

  1. Secure the right insurance: Look for policies tailored to holiday lets.
  2. Understand your tax obligations: Deduct eligible expenses and stay tax compliant.
  3. Follow local regulations: Register and license your property as required.
  4. Stay updated: Regulations and tax laws can change. Keep yourself informed to avoid surprises.

In conclusion, while managing the legal and financial aspects of holiday lets might seem daunting at first, breaking them down into manageable parts can make the process much smoother. By ensuring you have the right insurance, understanding your tax obligations, and staying compliant with local regulations, you’ll be well on your way to running a successful holiday let. These steps are not just about following the rules—they’re about protecting your investment and ensuring your holiday let thrives for years to come.

Let’s explore how leveraging technology can not only make managing your holiday let easier but also enhance your guests’ experience.

Leveraging Technology

Technology plays a crucial role in the success of holiday lets. From booking systems to smart home devices, and guest apps, there are numerous ways to streamline operations and provide a memorable experience for your guests. Here’s how you can leverage technology effectively.

Booking Systems

A robust booking system is the backbone of any holiday let operation. It allows guests to easily book their stay, provides you with a centralized platform for managing reservations, and can automate many of the tasks associated with bookings. For example, platforms like Lodgify offer user-friendly websites that make it simple for guests to find and book your property, even without any coding skills on your part.

Smart Home Devices

Smart home technology can significantly enhance the guest experience while making property management more efficient for you. Keyless entry systems allow guests to check-in and out without physical keys, making the process smoother and reducing the risk of lost keys. Smart thermostats ensure that the property is always at a comfortable temperature, and voice-activated assistants can provide guests with information about the property and local area. Investing in these technologies not only adds convenience but also positions your holiday let as modern and sophisticated.

Guest Apps

Guest apps are becoming increasingly popular as they offer a personalized experience for your guests. These apps can provide all the information a guest might need about your property, from Wi-Fi passwords to how to use appliances. They can also offer recommendations for local attractions, restaurants, and events. By providing guests with a comprehensive app, you’re not only enhancing their stay but also saving time on answering common questions.

In summary, leveraging technology in your holiday let can lead to more efficient operations, enhanced guest experiences, and ultimately, higher occupancy rates. By integrating a reliable booking system, smart home devices, and guest apps, you’re setting your property up for success. As we’ve seen from platforms like Weekender Management, embracing these technological solutions can help you stay ahead in the competitive holiday let market.

Moving on, maximizing occupancy and revenue requires not just great technology but also smart strategies for promotions, last-minute deals, and encouraging repeat guests.

Maximizing Occupancy and Revenue

In holiday lets, filling your calendar is the name of the game. But how do you turn those empty dates into booked ones? Let’s dive into the strategies that can help you maximize both occupancy and revenue.


Everyone loves a good deal, and promotions are a fantastic way to attract attention to your holiday let. Consider offering a discount for longer stays or a special rate for booking during the off-season. This not only helps fill your calendar during slower periods but also appeals to budget-conscious travelers.

Last-minute deals

Life is unpredictable, and sometimes people find themselves planning trips on the fly. Offering last-minute deals can capture this audience. These deals can be particularly effective during peak seasons when travelers are scrambling to find available accommodations. A slightly reduced rate can be the difference between an empty property and a booked one.

Repeat guests

Never underestimate the power of a returning guest. They’re your easiest sell. You’ve already won them over once, so why not do it again? Offering a loyalty discount or a personalized welcome back gift can make them feel valued and more likely to book your property again. A happy guest is not only a repeat guest but also a source of invaluable word-of-mouth marketing.

Case Study: Weekender Management

Weekender Management has successfully implemented these strategies, leading to increased bookings and satisfied property owners. They’ve mastered the art of using promotions to attract new guests, last-minute deals to fill empty slots quickly, and personal touches to turn first-time guests into repeat visitors.

By focusing on these three areas, you can not only increase your occupancy rates but also boost your overall revenue. It’s all about finding the right balance between offering deals that attract guests and maintaining a pricing strategy that keeps your business profitable.

Remember that the key to success in holiday lets is not just about filling your calendar; it’s about creating memorable experiences that keep guests coming back for more.


At we understand that diving into holiday lets can feel like navigating a vast ocean with no compass. But fear not, because we’re here to guide you through every wave and wind. Our mission is simple: to transform your holiday let into a thriving venture that not only attracts guests but turns them into repeat visitors who rave about their stay.

Why Choose Weekender Management? It’s not just about listing your property; it’s about creating an unforgettable experience for every guest, every time. We achieve this through meticulous attention to detail, from the crispness of the sheets to the warmth of the welcome. Our comprehensive suite of services ensures that your property is not only seen but sought after. We leverage cutting-edge technology, from smart home devices to innovative booking systems, making the management of your holiday let seamless and efficient.

But what truly sets us apart is our dedication to your success. We understand the complexities of the holiday let market – the importance of seasonality, the intricacies of pricing strategies, and the art of guest communication. We’re not just a management company; we’re your partner in this journey. Our tailored approach means we’re always looking for ways to maximize your occupancy and revenue, whether through dynamic pricing, special promotions, or tapping into niche markets.

The Future of Holiday Lets is bright with Weekender Management. As the industry evolves, so do we, constantly adapting to new trends and guest expectations. Our commitment to maintaining high standards of cleanliness, safety, and guest satisfaction not only meets but exceeds the post-Covid era’s demands.

In conclusion, the path to success in holiday lets is paved with challenges, but with Weekender Management by your side, it’s a journey worth embarking on. Our expertise, dedication, and innovative approach make us the ideal partner to help you navigate the complexities of holiday let ownership. Let us help you turn your property into not just a place to stay, but a destination in itself.

If you’re ready to take the next step and turn your holiday let into a thriving business, schedule a call with us today! In real estate, as Garrett Ham from Weekender Management puts it, “Real estate offers a terrific path toward financial independence.” Let’s walk that path together, towards success and beyond.

Frequently Asked Questions about Holiday Lets

As we dive into holiday lets, there are always a few questions that pop up more often than others. Let’s tackle some of these head-on to give you a clearer picture of what to expect and how to navigate your holiday let journey effectively.

How long can you stay in a holiday let?

The duration of stay in a holiday let can vary greatly depending on the property, location, and the owner’s preferences. Typically, holiday lets are designed for short-term stays ranging from a few days to a couple of weeks. However, some properties might offer long-term stays, especially during off-peak seasons, allowing guests to stay for a month or more. This flexibility is one of the perks of choosing holiday lets over traditional hotel accommodations.

Why do people use Vrbo instead of Airbnb?

Both Vrbo and Airbnb are popular platforms for booking holiday lets, but they cater to slightly different audiences. Here’s why some guests and hosts might prefer Vrbo:

  • Family and Group Focus: Vrbo tends to list properties that are more suited to larger groups or families, offering entire homes with multiple bedrooms. This makes it an ideal choice for family reunions, group vacations, or anyone needing more space.

  • Fewer Short-term Listings: Unlike Airbnb, which has a mix of shared spaces and entire homes, Vrbo primarily focuses on entire home listings. This appeals to those who prioritize privacy and want the place to themselves.

  • Intuitive Filters: Vrbo’s platform provides user-friendly filters, making it easier for users to find properties that meet specific needs, such as pet-friendly accommodations or homes with a pool.

What percentage does Vrbo take?

Vrbo operates on a commission-based model, where they charge the property owner a percentage of each booking made through their platform. The exact percentage can vary, but Vrbo typically takes a commission of around 8% per booking. This fee is composed of a 5% commission on the rental amount, plus a 3% payment processing fee on the total payment, which includes the rental amount and any additional fees charged by the owner (excluding taxes).

Understanding these aspects can help both holiday let owners and guests make informed decisions, ensuring a smooth and enjoyable experience for all parties involved. For those looking to dive deeper into holiday lets, or if you’re ready to take the next step in turning your property into a thriving holiday let business, consider reaching out to professionals who can guide you through the process. Weekender Management offers a wealth of resources and expert advice to help you maximize your property’s potential.