
Seven weeks is an awkward amount of time to stay somewhere. Too long for a hotel, unless you’ve got a remarkable tolerance for eating dinner on your bed. Too short for a normal apartment lease. And yet seven weeks sounds like a lovely amount of time to spend in a city you’ve never lived in before. You could rent somewhere in Chicago for the summer, work during the week and spend your weekends exploring. Or try Austin for a month before deciding whether you fancy heading somewhere cooler.
No permanent move. No furniture van. Just a suitcase and your laptop. Well, that’s the theory. The accommodation part is where I’d probably start getting frustrated.
I’ve looked at enough holiday rentals to know that photographs can be wonderfully misleading. A room described as spacious might contain a bed, a wardrobe and approximately twelve inches of floor space. Which is fine for a couple of nights.
But when you’re going to be living and working somewhere for nearly two months, the small things become rather important. I’d want a proper table, for starters.
Not a little shelf attached to the wall with a decorative lamp taking up half the space. Somewhere I could actually sit with my laptop, a notebook and a cup of coffee without constantly rearranging everything. And a washing machine would be useful. It’s funny how quickly the glamorous idea of working from anywhere turns into wondering where you’re supposed to do your laundry.
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I wouldn’t necessarily choose the most central apartment, either. It depends on the city, obviously, but I’d be more interested in what the surrounding streets are like than whether I could see a famous landmark from the window. Could I walk to a supermarket? Is there a café nearby where I could work occasionally? Would I feel comfortable coming home after dinner?
Those are the questions I’d be asking. I’d also check the reviews for anything about noise. A lively neighbourhood sounds great until you’re lying awake at one in the morning listening to people outside a bar. And if you’re working remotely, the internet connection matters more than it would on holiday.
I’d ask the host about the speed rather than simply trusting the Wi-Fi symbol on the listing.The other thing I’d think about is how often to move.I’ve seen people documenting their travels online who seem to change cities every ten days. I don’t know how they manage it. By the time I’d found a decent coffee shop and worked out the washing machine, it would be time to leave.I’d much rather stay for six or eight weeks.
Long enough to have a few ordinary days. Go grocery shopping, get some work done, perhaps find a restaurant you like enough to visit twice.That seems more enjoyable than permanently living out of a suitcase. And the price would need a proper look. An apartment advertised at $95 a night doesn’t sound outrageous. But that’s nearly $3,000 over a month, before any additional charges.
Some properties offer discounts for longer stays, so I’d compare different booking lengths and check the total rather than getting distracted by the nightly rate. Cancellation policies would matter too.
Suppose you book somewhere for two months and discover after the first week that the internet barely works. Or your plans change and you need to head home early. I’d want to know what my options were before paying.I think that’s the bit people sometimes overlook when talking about working from anywhere.
It’s not all interesting cities and afternoon coffees in the sunshine.There’s still laundry to do, groceries to buy and work that needs finishing by Friday. But being able to do those ordinary things somewhere different for a while? I’d quite like that.

