Anonymous
Post 01/09/2026 16:07     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:Is there an exit strategy?



This is the real issue.

If you are going to allow it, make it official with a written agreement and specific dates.
Anonymous
Post 01/09/2026 14:31     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:Yes with an agreed upon timeline.


All those who are responding "have a timeline!", what happens when they have no where to go or refuse to leave? OP will be in the position to have to evict them. This will quickly become a huge mess.
Anonymous
Post 01/09/2026 14:28     Subject: Would you let an old friend stay at your vacation house off season?

Yes with an agreed upon timeline.
Anonymous
Post 01/09/2026 14:23     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:$1k a night is bizarre. And a brand new house for you guys? What does your spouse think?

I can rent a huge hamptons house for $40k a month in summer and split it 5 ways.


Why is that bizarre? We could rent the house for 10k per week in the summer.

The cost of the potential rental is somewhat irrelevant since we probably won’t rent it. It is more about the relationship of an old friend who I rarely talk to or see.



She likely ghosted and disappeared due to her poverty and feelings about her own poverty


I never considered her being in poverty. She is forever the friend who is supported by her parents but her dad passed away years ago. She has no income and gets money from her mom. Her mom is now old and also no longer in good financial standing.

Something happened to their house. Like a fire but not a fire that made the home not livable. I don’t think they have the cash to pay for repairs so they are displaced.


How are they going to get money to pay for repairs without a job? They aren’t, and she will be in your house and you will want to go but she will still be there.
Anonymous
Post 01/09/2026 14:21     Subject: Re:Would you let an old friend stay at your vacation house off season?

Anonymous wrote:Just beware that it wouldn’t just be her staying here. Her family would show up since their house burned down. Since they have no money and no place else to go, they may end up staying longer than you wanted. Put a firm end date in place if you’re really planning on renting it out in the summer.


And once moved in, where would they then go?
No, no, no -- OP, do not do this.
Anonymous
Post 01/09/2026 14:20     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:
Anonymous wrote:
Anonymous wrote:
Anonymous wrote:$1k a night is bizarre. And a brand new house for you guys? What does your spouse think?

I can rent a huge hamptons house for $40k a month in summer and split it 5 ways.


Why is that bizarre? We could rent the house for 10k per week in the summer.

The cost of the potential rental is somewhat irrelevant since we probably won’t rent it. It is more about the relationship of an old friend who I rarely talk to or see.



She likely ghosted and disappeared due to her poverty and feelings about her own poverty


I never considered her being in poverty. She is forever the friend who is supported by her parents but her dad passed away years ago. She has no income and gets money from her mom. Her mom is now old and also no longer in good financial standing.

Something happened to their house. Like a fire but not a fire that made the home not livable. I don’t think they have the cash to pay for repairs so they are displaced.


With this additional information, OP, I am so much MORE in the "NO way" camp. Initially reading your OP I assumed this friend was in-between jobs having a hard time but that is not at all the case, is it? Your friend has never worked and is chronically unemployed. She is accustomed to being supported by others. Why on this good earth would you want to step in to such a mess? If you let her stay at your beach house you will be taking the place of her dad supporting her and also be opening the doors to her mother staying as well. Think about how awful it would be to ask an old lady to move out? Why would you do this? If I were your spouse I'd be livid if you put us in such a position.
Anonymous
Post 01/09/2026 13:16     Subject: Re:Would you let an old friend stay at your vacation house off season?

Just beware that it wouldn’t just be her staying here. Her family would show up since their house burned down. Since they have no money and no place else to go, they may end up staying longer than you wanted. Put a firm end date in place if you’re really planning on renting it out in the summer.
Anonymous
Post 01/09/2026 11:57     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:
Anonymous wrote:
Anonymous wrote:$1k a night is bizarre. And a brand new house for you guys? What does your spouse think?

I can rent a huge hamptons house for $40k a month in summer and split it 5 ways.


Why is that bizarre? We could rent the house for 10k per week in the summer.

The cost of the potential rental is somewhat irrelevant since we probably won’t rent it. It is more about the relationship of an old friend who I rarely talk to or see.



She likely ghosted and disappeared due to her poverty and feelings about her own poverty


I never considered her being in poverty. She is forever the friend who is supported by her parents but her dad passed away years ago. She has no income and gets money from her mom. Her mom is now old and also no longer in good financial standing.

Something happened to their house. Like a fire but not a fire that made the home not livable. I don’t think they have the cash to pay for repairs so they are displaced.
Anonymous
Post 01/09/2026 11:40     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:
Anonymous wrote:
Anonymous wrote:What kind of problem did her current house have Op?

Is her mom looking for free housing as well? Anyone else in the “family home”?

Was this her idea or heavily hinted at in an email or call from her?


The idea was heavily hinted in two phone calls.

Before her marriage and divorce, we used to hang out all the time, vacation together, celebrate birthdays, etc. I was also her maid of honor, hosted her bridal shower, etc. we live in different states (easy drive). I used to visit her and she would visit me almost monthly. I forgot about her after Covid because we stopped talking.


You post the same krap all the time here. Your old friend in need, ghosted you then wants to suddenly hang out, what to do, what to do.

Get a busier job, tell her to get one as well.


This is a troll. 100%
Anonymous
Post 01/09/2026 10:31     Subject: Would you let an old friend stay at your vacation house off season?

One weekend turns into 6 months.
Anonymous
Post 01/09/2026 10:31     Subject: Would you let an old friend stay at your vacation house off season?

No. I sadly sold my vacation house because of this.
Anonymous
Post 01/09/2026 10:28     Subject: Would you let an old friend stay at your vacation house off season?

I would do it, with a contract stipulating a fixed amount of time (4 months?) and her responsibility for utilities and keeping the house in good order. I try to lean to the generous side in this hard, cold world. Especially these days.
Anonymous
Post 01/09/2026 10:22     Subject: Would you let an old friend stay at your vacation house off season?

Anonymous wrote:
Anonymous wrote:LOL why are you all so nasty and mean like, all the time? Who hurt you?


The discounted family renter of our beach house who promised to follow the rules and never did. Parties, broke stuff, couldn’t ID problems, was messy, told everyone, became entitled.



This . No one wants to be a part of the Squatter life.. Ewww
Anonymous
Post 01/09/2026 07:08     Subject: Would you let an old friend stay at your vacation house off season?

I would not.
Anonymous
Post 01/09/2026 06:55     Subject: Would you let an old friend stay at your vacation house off season?

Of course. I would always want to help out family of very good friend. I’d hope someone would do the same if the situations were reversed.