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I need to go to Madrid to obtain a visa, which may take anywhere from a day to two weeks. I need a place to stay, preferably with a kitchen, to save on expenses. This rules out hotels. So, hostels or Airbnb, I guess.

Ideally I'd like to book with a check-in date but without a check-out date, but it doesn't seem to be possible. I want to avoid paying for two weeks and then staying for two days; I also want to avoid booking just two or three days at a time and risk having to move due to unavailability, etc. I would be willing to pay a penalty, say a couple of days, to check out early.

But how can I book them without knowing in advance how long I will stay?

How do more experienced travellers usually do this?

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    Look up suitable accommodations through some of the online sources, then contact the ones you feel are suitable to see if they can accommodate your needs (ie multiday booking without initial multiday payment).
    – user13044
    Commented Nov 12, 2014 at 11:56
  • Outside of the main tourist season, it's rare for accommodations to be fully booked. I almost never book more than 1 night just to be flexible and because I don't know if I will like a place. I would usually extend for a few days but often just 1 day at a time. I can't remember ever having to move. Commented Feb 17, 2017 at 9:43

2 Answers 2

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Hostels

Find Another Guest to Replace You

I was once in a similar situation: I booked a hostel for a week and had to leave after a few days. The hostel basically said they would refund the nights I did not spend there, if and only if they managed to find someone else to replace me. Luckily enough they did, and I got part of my money back.

This is of course a risky move that is not guaranteed to work. However if the hostel has a lot of demand you could be lucky. Moreover, in case of a lengthy booking this could actually work: it might be hard to find someone requesting the exact room/bed you are forfeiting tomorrow. However if you booked for several weeks you are giving the hostel more time to find a new guest.

Book Day-by-Day

Another option could be to live it day by day, as others have mentioned in the comments below. I add it here for completeness' sake, even though you explicitly mention it as one you would not consider. You could rent the room/bed on a daily basis, rather than for an extended period, hoping that the hostel you picked will never be fully booked. The main disadvantage here being that in the worst case scenario you might end up changing rooms, or even hostel, every night. I guess flexibility comes at a cost.

One general piece of advice is to cancel the remaining nights within the allowed single-night delay (24h, or whatever) to avoid having to pay for more nights than necessary.

Airbnb

Airbnb is a bit trickier since the money from the reservation is taken from you in advance, meaning that you already paid for the whole stay before arriving.

Flexible and Moderate Policies

If your potential host chose the flexible policy for the reservation, then you can cancel it after arrival, and all nights 24 hours after the cancellation will be refunded at 100%. The moderate policy will instead refund the same nights at 50%.

Work it Out with your Host

If that's not the case, then you could try explaining your situation to your potential host before booking. You might end up working out an agreement. However note that such "agreements" might constitute a violation of the Airbnb Terms and Conditions, since you are not allowed to conduct any form of private trade, after having established contact with the host via Airbnb's website:

User Conduct

You understand and agree that [...] you may not and you agree that you will not: [...]

use the Site, Application, Services or Collective Content to find a Host or Guest and then complete a booking of an Accommodation independent of the Site, Application or Services, in order to circumvent the obligation to pay any Service Fees related to Airbnb’s provision of the Services or for any other reasons;

Go Free

What about Couchsurfing? Since the relationship between guest and host there is more personal, you could be open with your host and tell them straight away about your situation. Moreover, since no money is involved there everything should be more straightforward.

Why Can't I Book Indefinitely?

I suspect that such open bookings might not be allowed for a number of reasons. For example, some hostels might have limits on the maximum reservation length. Check the top of this FAQ page from Hostel Central:

How long can I stay in a hostel?

Some hostels might have maximum stay restrictions and won’t allow you to stay longer than a couple of weeks, since the idea of hostelling is that people are travelling across a country, and not staying in the same place all the time. However many others will not mind if you stay longer: at the end of the day you are still their customer! As some hostels don’t take residents and locals, you will be required to prove that you are an international traveller by showing you ID or International passport

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    Ah, I didn't know about the "Flexible" cancellation policy in AirBnB, but I think that's exactly what I need.
    – ggambetta
    Commented Nov 12, 2014 at 12:01
  • True, I will add this to the answer. However not all hosts make use of such policy. The moderate policy is slightly more common, and refunds the unused nights at 50%.
    – JoErNanO
    Commented Nov 12, 2014 at 12:03
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    I hardly had any problems with hostels being full for the next day. Sometimes I change my plans and decide to stay in the hostel a few more days. I could even get the same (online-exclusive discounts) price. I haven't done this in Madrid, but what are the odds or all good hostels are full for tomorrow?
    – AKS
    Commented Nov 12, 2014 at 14:06
  • In this case the OP doesn't care about other hostels. The important thing is that there is a demand for the exact room/bed he is forfeiting in advance. Also, hostel occupation depend on a bunch of factors and it is hard to predict. That's why I say This is of course a risky move that is not guaranteed to work. However if the hostel has a lot of demand you could be lucky..
    – JoErNanO
    Commented Nov 12, 2014 at 14:14
  • @JoErNanO I think what Ayesh was saying is that instead of booking the entire thing and hoping to be lucky that somebody else takes the bed, you can also just go day by day and find a hostel for the next day (which from his (and mine) experience tends to be easily possible in bigger hostels as they tend to have beds free, you just have to switch rooms). Commented Nov 12, 2014 at 17:26
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Find a web booking side that allows you to cancel a booking without paying a penalty (even if 72hr notice is needed). Then make say 21 SEPARATE bookings covering each night over the 3 weeks.

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  • Note that with a 72 hours notice you would, at worst, lose the money for three of those bookings.
    – JoErNanO
    Commented Nov 12, 2014 at 14:16
  • @JoErNanO, agreed at most, but it is very lickly you will know at least 1 day ahead when you are leaving. Commented Nov 12, 2014 at 21:18
  • Has anybody actually tried that? The hotel might not like it.
    – gerrit
    Commented May 23, 2016 at 16:31

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