Boost off-peak bookings: How to market your holiday let to digital nomads & ‘workationers’

Why mid-week and workation bookings matter

Mid-week and off-peak bookings often represent untapped potential. While weekends remain popular for short leisure trips, the demand curve for weekday stays is much flatter. By targeting remote workers and digital nomads, you can fill those quieter days and increase your overall occupancy.

Mid-week bookings also tend to be lower effort to manage. Fewer guest turnovers mean reduced cleaning and admin time, and guests staying for several nights bring consistent revenue. Workationers often stay longer, take better care of your property and leave thoughtful reviews, since they’re not rushing through a quick weekend break. For instance, a blog by cottages.com revealed that searches for “remote working cottages” and “workation stays” have surged, highlighting the potential for hosts who tailor their properties to meet this demand.

Understanding your ideal guest

To effectively target the workation market, you first need to understand what these guests value most. They aren’t traditional tourists, so their expectations differ.

Workation travellers look for spaces that enable focus during the day and relaxation after hours. They want strong broadband, a proper desk and good lighting, as well as proximity to nature or local cafés for downtime. Value also matters: they’re more likely to travel off-peak if they perceive a good deal.

If your listing currently caters mostly to holidaymakers, small adjustments in your messaging and amenities can dramatically improve your appeal to this segment.

How to make your property stand out

Think about how you can position your property as a perfect work-from-anywhere destination. Let’s break down the essentials.

Reliable internet and connectivity

Start with the most critical feature: fast, stable Wi-Fi. State your broadband speed in your listing and, if possible, include a photo of your workspace with a laptop in use. Mention any additional connection options such as Ethernet cables or a backup router. Guests will appreciate this reassurance before they book.

A dedicated workspace

A proper desk and chair go a long way. Even a small desk in a quiet corner can turn your living area into a remote-worker’s dream. Consider adding good lighting and accessible plug points, and highlight these in your photos and description with phrases such as “dedicated workspace” or “ideal for remote working”.

Mid-week flexibility

Offer flexible arrival and departure days to capture this audience. A Tuesday check-in might be perfect for someone looking for a four-night escape from their home office. Make sure your booking settings in Travelnest reflect this flexibility, so your property appears in more search results.

Value and incentives

Remote workers appreciate affordability, especially outside busy weekends. Highlight off-peak rates or discounts for longer stays. Phrases such as “mid-week remote-working special” or “save when you stay four nights or more” can help convert browsers into bookings.

Using Travelnest tools to attract workationers

The right tools can make managing flexible bookings and pricing far simpler.

With Travelnest’s Calendar Sync, you can automatically update your availability across all listing platforms, ensuring mid-week openings are always visible. This feature also helps avoid double bookings and allows you to confidently adjust arrival days to appeal to digital nomads and flexible travellers.

Pricing is equally important. Travelnest’s Smart Pricing tool automatically adjusts nightly rates based on demand, meaning your mid-week and off-peak prices stay competitive without constant manual updates. You can also set a minimum price to protect your margins while remaining appealing to value-driven workation guests.

These features combined allow you to present your property as adaptable, modern and guest-focused.

Final thoughts

The shift toward flexible work has permanently changed travel patterns, creating fresh opportunities for property owners. By positioning your holiday let as a workation-friendly space - with strong Wi-Fi, a comfortable workspace and flexible mid-week availability - you can boost occupancy year-round.

Pairing these efforts with Travelnest’s Calendar Sync and Smart Pricing helps you stay competitive and visible, both to travellers and booking platforms.

Start optimising your listing today and make every week a full week for your holiday let.